Ocalahomesandfarmsrealty.com Search Results

This beautiful Maitland Florida town home feels like living in a gated resort! 3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more. Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash. Inviting living room and dining area offer plenty of space for entertaining, french door opens to private covered porch which overlooks the rear yard. Upstairs the ensuite primary bedroom has a walk-in closet, great covered balcony area and a dual sink bathroom with glass enclosed shower. Additional 2 bedrooms in the front of the upstairs share a hall bath and laundry closet with washer and dryer included. Montacino is a gated European feeling award winning community with amazing pool area, lake frontage and a convenient location to shopping and i4. This townhouse has a quiet location within the community offering privacy in the back area. All exterior maintenance is included (roof and paint too)! HOA dues include new fiber with internet and channel package and all Montacino amenities.

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

This beautiful Maitland Florida town home feels like living in a gated resort! 3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more. Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash. Inviting living room and dining area offer plenty of space for entertaining, french door opens to private covered porch which overlooks the rear yard. Upstairs the ensuite primary bedroom has a walk-in closet, great covered balcony area and a dual sink bathroom with glass enclosed shower. Additional 2 bedrooms in the front of the upstairs share a hall bath and laundry closet with washer and dryer included. Montacino is a gated European feeling award winning community with amazing pool area, lake frontage and a convenient location to shopping and i4. This townhouse has a quiet location within the community offering privacy in the back area. All exterior maintenance is included (roof and paint too)! HOA dues include new fiber with internet and channel package and all Montacino amenities.

1393 Benevolent Street, Maitland

$361,200

Discover potential in this spacious four-bedroom, three-bathroom home in the desirable English Estates area of Maitland. With original terrazzo floors hidden under the carpeting, a large living-dining room combination, and an updated kitchen that opens to the family room, featuring sliding glass doors to the covered patio and screened-in swimming pool, this property offers ample opportunity for a fresh new look. The large lot measures 75’ x 120’. Assigned public schools are English Estate Elementary, South Seminole Middle, and Lake Howell High School. This is truly a dream home for someone with the vision to transform it with care, or a savvy flipper seeking their next exciting project.

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Discover potential in this spacious four-bedroom, three-bathroom home in the desirable English Estates area of Maitland. With original terrazzo floors hidden under the carpeting, a large living-dining room combination, and an updated kitchen that opens to the family room, featuring sliding glass doors to the covered patio and screened-in swimming pool, this property offers ample opportunity for a fresh new look. The large lot measures 75’ x 120’. Assigned public schools are English Estate Elementary, South Seminole Middle, and Lake Howell High School. This is truly a dream home for someone with the vision to transform it with care, or a savvy flipper seeking their next exciting project.

2570 Derbyshire Road, Maitland

$360,000

Beautifully updated 3-bedroom, 2-bath home in Maitland, conveniently located approximately 10 minutes from Park Avenue. Major improvements include hurricane-impact windows and a new roof in 2021, an updated kitchen with granite countertops in 2022, new tile flooring in 2023, a new A/C system and ductwork installed in August 2025, and new appliances in 2026. The home features a comfortable open layout, a one-car garage, and a private fenced yard perfect for relaxing or entertaining. Conveniently situated near shopping, dining, major roadways, Maitland, and Winter Park. Move-in ready with many major improvements already completed!

3 Beds ⋅ 2 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code

Beautifully updated 3-bedroom, 2-bath home in Maitland, conveniently located approximately 10 minutes from Park Avenue. Major improvements include hurricane-impact windows and a new roof in 2021, an updated kitchen with granite countertops in 2022, new tile flooring in 2023, a new A/C system and ductwork installed in August 2025, and new appliances in 2026. The home features a comfortable open layout, a one-car garage, and a private fenced yard perfect for relaxing or entertaining. Conveniently situated near shopping, dining, major roadways, Maitland, and Winter Park. Move-in ready with many major improvements already completed!

1982 Water Lane, Maitland

$359,706

Auction Property. Welcome to this inviting home offering comfortable living spaces and a thoughtful, functional layout. The residence features practical amenities and well-appointed rooms designed for everyday convenience and relaxation. This three-bedroom, two-bathroom property in the sought-after English Estates community presents excellent investment potential with no HOA restrictions. The eat-in kitchen, open-flow design, and convenient garage laundry provide ease of living, while the generous lot in this established suburban neighborhood allows ample opportunity for future enhancements or expansion. Ideally located just seven minutes from Super Walmart and with quick access to Highway 436, residents will appreciate the close proximity to shopping, dining, and daily necessities. Whether you’re looking to renovate, update, or reposition the home, this property offers the flexibility to tailor it to your vision and long-term investment goals. With its desirable location, solid structure, and versatile potential, this home provides a strong foundation for creating value through strategic improvements in a well-positioned suburban setting. Schedule your private showing today and discover the comfort, convenience, and opportunity this wonderful home has to offer.

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Auction Property. Welcome to this inviting home offering comfortable living spaces and a thoughtful, functional layout. The residence features practical amenities and well-appointed rooms designed for everyday convenience and relaxation. This three-bedroom, two-bathroom property in the sought-after English Estates community presents excellent investment potential with no HOA restrictions. The eat-in kitchen, open-flow design, and convenient garage laundry provide ease of living, while the generous lot in this established suburban neighborhood allows ample opportunity for future enhancements or expansion. Ideally located just seven minutes from Super Walmart and with quick access to Highway 436, residents will appreciate the close proximity to shopping, dining, and daily necessities. Whether you’re looking to renovate, update, or reposition the home, this property offers the flexibility to tailor it to your vision and long-term investment goals. With its desirable location, solid structure, and versatile potential, this home provides a strong foundation for creating value through strategic improvements in a well-positioned suburban setting. Schedule your private showing today and discover the comfort, convenience, and opportunity this wonderful home has to offer.

2464 Derbyshire Road, Maitland

$355,000

Come see this beautiful Maitland Townhome in the gated community in the Enclave At Maitland. This property has recently been updated to include new cabinets in kitchen, new granite countertops and new microwave. The upstairs Master Bathroom has been remodeled and there is new carpeting throughout all three bedrooms.Dont miss out on the opportunity to own this beautiful home.

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Come see this beautiful Maitland Townhome in the gated community in the Enclave At Maitland. This property has recently been updated to include new cabinets in kitchen, new granite countertops and new microwave. The upstairs Master Bathroom has been remodeled and there is new carpeting throughout all three bedrooms.Dont miss out on the opportunity to own this beautiful home.

1293 Blessing Street, Maitland

$355,000

New Price!!! SELLER PAYING CONCESSIONS OF 3 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on Lake Maitland. Enjoy relaxing on the Lake Front Dock or on your own Private Enclosed Patio! Step inside this spacious 2 bedroom 2 bath great room plan, perfect for relaxing or entertaining. The beautifully upgraded kitchen has stainless steel appliances and granite counters and a charming dining nook. The master suite features an updated ensuite bath with dual sinks and a walk in shower with a custom glass enclosure. There is a generous walk in closet with custom built ins. Imagine coffee in the morning with lake views from your living room or your spacious patio. Only 5 minute drive to Winter Park's shops & Sidewalk Dining along the famed Park Avenue. Stroll over to Maitland's lovely Lake Lilly Park for Seasonal Events, Art Festivals, Concerts and local Farmer's Market! Incredible Location & Lifestyle!!!!

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

New Price!!! SELLER PAYING CONCESSIONS OF 3 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on Lake Maitland. Enjoy relaxing on the Lake Front Dock or on your own Private Enclosed Patio! Step inside this spacious 2 bedroom 2 bath great room plan, perfect for relaxing or entertaining. The beautifully upgraded kitchen has stainless steel appliances and granite counters and a charming dining nook. The master suite features an updated ensuite bath with dual sinks and a walk in shower with a custom glass enclosure. There is a generous walk in closet with custom built ins. Imagine coffee in the morning with lake views from your living room or your spacious patio. Only 5 minute drive to Winter Park's shops & Sidewalk Dining along the famed Park Avenue. Stroll over to Maitland's lovely Lake Lilly Park for Seasonal Events, Art Festivals, Concerts and local Farmer's Market! Incredible Location & Lifestyle!!!!

204 Quayside Circle Unit 304, Maitland

$350,000

Rare opportunity in desirable Maitland! Bring your builder and your vision to this approximately .40-acre homesite located directly across the street from Lake Seminary. Situated in an established residential area, this property offers an excellent opportunity to create a custom home in a highly desirable Central Florida location. Home has lake access & Community Park. The existing structure is in poor condition with known mold present and is being marketed primarily for its land and redevelopment potential. Buyers should anticipate demolition or substantial redevelopment of the existing home. The backyard also features an existing in-ground swimming pool that has been drained. No representations are being made regarding the condition, functionality, or future usability of the pool. With approximately .40 acres, there is plenty of room to envision a beautiful new residence and outdoor living space designed to take advantage of this desirable Maitland setting. Enjoy being directly across from Lake Seminary while remaining convenient to Maitland, Winter Park, shopping, dining, recreation, and major roadways. Build new. Create your vision. Take advantage of a hard-to-find .40-acre homesite in an established Maitland location. Property is being sold AS-IS. Buyer and Buyer’s Agent are responsible for independently verifying all information important to Buyer, including zoning, lot dimensions, building requirements, utilities, demolition requirements, permitting, pool condition, and intended use. Do not enter the existing structure without authorization.

3 Beds ⋅ 2 Baths ⋅ Floridahaven 1st Add SubDv. ⋅ 32751 Zip Code

Rare opportunity in desirable Maitland! Bring your builder and your vision to this approximately .40-acre homesite located directly across the street from Lake Seminary. Situated in an established residential area, this property offers an excellent opportunity to create a custom home in a highly desirable Central Florida location. Home has lake access & Community Park. The existing structure is in poor condition with known mold present and is being marketed primarily for its land and redevelopment potential. Buyers should anticipate demolition or substantial redevelopment of the existing home. The backyard also features an existing in-ground swimming pool that has been drained. No representations are being made regarding the condition, functionality, or future usability of the pool. With approximately .40 acres, there is plenty of room to envision a beautiful new residence and outdoor living space designed to take advantage of this desirable Maitland setting. Enjoy being directly across from Lake Seminary while remaining convenient to Maitland, Winter Park, shopping, dining, recreation, and major roadways. Build new. Create your vision. Take advantage of a hard-to-find .40-acre homesite in an established Maitland location. Property is being sold AS-IS. Buyer and Buyer’s Agent are responsible for independently verifying all information important to Buyer, including zoning, lot dimensions, building requirements, utilities, demolition requirements, permitting, pool condition, and intended use. Do not enter the existing structure without authorization.

265 Lake Seminary Circle, Maitland

$350,000

Beautiful Winfield Community home in Maitland Florida will not last long. This 3 bedroom/2 bath home has so much to offer. The property recently has had a new roof put on this year in 2026, new AC unit this year in 2026, and freshly painted in 2026. The kitchen features an eat in bar top as well as a large island for plenty of use-able countertop space. The back yard is fully fenced in for privacy. The home comes with a stove, refrigerator, microwave, washer, and dryer. The garage is oversized for 2 cars with extra space for storage. The flooring is ceramic in the main living areas for easy cleaning when needed. Low HOA dues for an upscale community. Dont miss out on this home.

3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Beautiful Winfield Community home in Maitland Florida will not last long. This 3 bedroom/2 bath home has so much to offer. The property recently has had a new roof put on this year in 2026, new AC unit this year in 2026, and freshly painted in 2026. The kitchen features an eat in bar top as well as a large island for plenty of use-able countertop space. The back yard is fully fenced in for privacy. The home comes with a stove, refrigerator, microwave, washer, and dryer. The garage is oversized for 2 cars with extra space for storage. The flooring is ceramic in the main living areas for easy cleaning when needed. Low HOA dues for an upscale community. Dont miss out on this home.

1866 Bobtail Drive, Maitland

$350,000

Welcome to 501 Fitzgerald Drive, where modern updates meet an unbeatable location. Situated on a desirable corner lot, this beautifully renovated 4-bedroom, 2-bathroom home offers the perfect combination of style, functionality, and convenience. Inside, you'll find an open and inviting layout featuring luxury vinyl plank flooring, quartz countertops, a designer backsplash, stainless steel appliances, fresh interior finishes, and abundant natural light throughout. Major improvements—including the roof and HVAC system—provide added peace of mind, making this home truly move-in ready. Step outside to enjoy the spacious screened-in porch, the perfect place to relax, entertain, or enjoy Florida evenings without the bugs. The oversized driveway and covered carport provide plenty of parking for family and guests. Conveniently located just minutes from top-rated schools, Winter Park Village, shopping, dining, and entertainment, you'll also appreciate easy access to I-4 for commuting throughout Central Florida. Fitness enthusiasts will love being just around the corner from the new Life Time athletic country club, offering world-class fitness, pools, pickleball, and wellness amenities. Whether you're a first-time homebuyer, growing family, or simply looking for a beautifully updated home in a prime location, 501 Fitzgerald Drive is ready to welcome you home. Schedule your private showing today!

4 Beds ⋅ 2 Baths ⋅ Eaton Estates SubDv. ⋅ 32751 Zip Code

Welcome to 501 Fitzgerald Drive, where modern updates meet an unbeatable location. Situated on a desirable corner lot, this beautifully renovated 4-bedroom, 2-bathroom home offers the perfect combination of style, functionality, and convenience. Inside, you'll find an open and inviting layout featuring luxury vinyl plank flooring, quartz countertops, a designer backsplash, stainless steel appliances, fresh interior finishes, and abundant natural light throughout. Major improvements—including the roof and HVAC system—provide added peace of mind, making this home truly move-in ready. Step outside to enjoy the spacious screened-in porch, the perfect place to relax, entertain, or enjoy Florida evenings without the bugs. The oversized driveway and covered carport provide plenty of parking for family and guests. Conveniently located just minutes from top-rated schools, Winter Park Village, shopping, dining, and entertainment, you'll also appreciate easy access to I-4 for commuting throughout Central Florida. Fitness enthusiasts will love being just around the corner from the new Life Time athletic country club, offering world-class fitness, pools, pickleball, and wellness amenities. Whether you're a first-time homebuyer, growing family, or simply looking for a beautifully updated home in a prime location, 501 Fitzgerald Drive is ready to welcome you home. Schedule your private showing today!

501 Fitzgerald Drive, Maitland

$350,000

Don't miss this rare opportunity to own a three-bedroom, two-bath pool home in the highly sought-after English Estates community for under $350,000. This home offers peace of mind with key updates already completed. ie. roof-2022, hot water heater 2024, and the main AC 2016 (indoor AC recent but not known right now) Attractively priced, this home offers the perfect chance to customize flooring and finishes to your own taste—without being locked into a seller’s design choices—while creating instant equity. With its strong potential and desirable location, this property won’t last long. Schedule your showing today!

4 Beds ⋅ 3 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Don't miss this rare opportunity to own a three-bedroom, two-bath pool home in the highly sought-after English Estates community for under $350,000. This home offers peace of mind with key updates already completed. ie. roof-2022, hot water heater 2024, and the main AC 2016 (indoor AC recent but not known right now) Attractively priced, this home offers the perfect chance to customize flooring and finishes to your own taste—without being locked into a seller’s design choices—while creating instant equity. With its strong potential and desirable location, this property won’t last long. Schedule your showing today!

2466 Fieldingwood Road, Maitland

$350,000

One or more photo(s) has been virtually staged. GREAT OPPORTUNITY FOR FIRST TIME HOMEBUYERS AND INVESTORS TO TAKE ADVANTAGE OF THIS BELOW MEDIAN PRICE, $420,000 FOR SINGLE FAMILY AS OF MAY 2025, PROPERTY IN SOUGHT AFTER MAITLAND COMMUNITY OF DRUID HILLS. THIS PROPERTY BOASTS 3 BEDROOMS AND 2 BATHROOMS WITH A 2 CAR GARAGE NOT TO MENTION A DRIVEWAY FOR 4 OTHER CARS. ROOF IS NEW AS OF 2022, COMPLETE HVAC SYSTEM AIR HANDLER AND COMPRESSOR NEW AS OF 2023, CROWN MOLDING THRU OUT, SPACIOUS LOT WITH MATURE LANDSCAPING, RECENTLY REPLACED SEPTIC TANK PLUMBING PIPE, AND MORE. THIS PROPERTY IS CLOSE TO EVERYTHING. DOWNTOWN MAITLAND, WINTER PARK, AND ORLANDO JUST MINUTES AWAY. GREAT ACCESS TO I4 & THE 414. ORANGEWOOD CHRISTIAN SCHOOL JUST A FEW BLOCKS AWAY AND ALTAMONTE MALL JUST DOWN THE STREET. THIS WOULD BE A FANTASTIC STARTER HOME TO BEGIN TO BUILD A REAL ESTATE PORTFOLIO.

3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. GREAT OPPORTUNITY FOR FIRST TIME HOMEBUYERS AND INVESTORS TO TAKE ADVANTAGE OF THIS BELOW MEDIAN PRICE, $420,000 FOR SINGLE FAMILY AS OF MAY 2025, PROPERTY IN SOUGHT AFTER MAITLAND COMMUNITY OF DRUID HILLS. THIS PROPERTY BOASTS 3 BEDROOMS AND 2 BATHROOMS WITH A 2 CAR GARAGE NOT TO MENTION A DRIVEWAY FOR 4 OTHER CARS. ROOF IS NEW AS OF 2022, COMPLETE HVAC SYSTEM AIR HANDLER AND COMPRESSOR NEW AS OF 2023, CROWN MOLDING THRU OUT, SPACIOUS LOT WITH MATURE LANDSCAPING, RECENTLY REPLACED SEPTIC TANK PLUMBING PIPE, AND MORE. THIS PROPERTY IS CLOSE TO EVERYTHING. DOWNTOWN MAITLAND, WINTER PARK, AND ORLANDO JUST MINUTES AWAY. GREAT ACCESS TO I4 & THE 414. ORANGEWOOD CHRISTIAN SCHOOL JUST A FEW BLOCKS AWAY AND ALTAMONTE MALL JUST DOWN THE STREET. THIS WOULD BE A FANTASTIC STARTER HOME TO BEGIN TO BUILD A REAL ESTATE PORTFOLIO.

363 Croton Drive, Maitland

$350,000

One or more photo(s) has been virtually staged. Nestled in the sought-after English Estates neighborhood, this classic Medallion home offers timeless character and the perfect opportunity to make it your own. Featuring its original Medallion hallmark in the kitchen pantry, this retro gem includes formal living and dining rooms, a cozy breakfast nook off the galley-style kitchen, and original terrazzo flooring. Recent updates include a reroof and exterior paint (2021), fresh interior paint (2025), hot water tank (2021) and an upgraded A/C system with UV light (2019). Your new home was replumbed in 2015 and the electrical updated in 2012. The interior laundry room adds convenience, while the spacious enclosed and screened porch provides a peaceful retreat to relax and enjoy the evening sunset. Don't miss the chance to bring your vision to this well-maintained mid-century treasure.

3 Beds ⋅ 2 Baths ⋅ English Ests Unit 1 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Nestled in the sought-after English Estates neighborhood, this classic Medallion home offers timeless character and the perfect opportunity to make it your own. Featuring its original Medallion hallmark in the kitchen pantry, this retro gem includes formal living and dining rooms, a cozy breakfast nook off the galley-style kitchen, and original terrazzo flooring. Recent updates include a reroof and exterior paint (2021), fresh interior paint (2025), hot water tank (2021) and an upgraded A/C system with UV light (2019). Your new home was replumbed in 2015 and the electrical updated in 2012. The interior laundry room adds convenience, while the spacious enclosed and screened porch provides a peaceful retreat to relax and enjoy the evening sunset. Don't miss the chance to bring your vision to this well-maintained mid-century treasure.

2065 Derbyshire Road, Maitland

$345,000

Welcome to this Maitland 3-bedroom, 2-bath pool home offering incredible potential on a desirable corner lot. Featuring hardwood floors, a metal roof, and a pool and spa, this property is perfect for buyers looking to renovate or investors seeking a value-add opportunity. The fully fenced yard, along with a front and back sprinkler system, provides both convenience and privacy. While the home needs some TLC, the spacious lot and solid features create a fantastic foundation for updates and personalization. Located in a sought-after area close to shopping, dining, parks, Lake Orienta Elementary school and major roadways, this property is ready to be transformed into your ideal retreat or next investment.

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Welcome to this Maitland 3-bedroom, 2-bath pool home offering incredible potential on a desirable corner lot. Featuring hardwood floors, a metal roof, and a pool and spa, this property is perfect for buyers looking to renovate or investors seeking a value-add opportunity. The fully fenced yard, along with a front and back sprinkler system, provides both convenience and privacy. While the home needs some TLC, the spacious lot and solid features create a fantastic foundation for updates and personalization. Located in a sought-after area close to shopping, dining, parks, Lake Orienta Elementary school and major roadways, this property is ready to be transformed into your ideal retreat or next investment.

633 Magnolia Drive, Maitland

$340,000

Experience the comfort and convenience of living in one of Maitland's most desirable communities. This meticulously maintained home is designed to offer a harmonious balance of functionality, style, and adaptability, ensuring it meets your unique lifestyle requirements. Choose the layout that best suits your needs, whether it's a spacious three-bedroom, two-bathroom arrangement or a two-bedroom configuration complemented by a dedicated office space. Bathe in natural light in the inviting sunroom, an ideal spot to unwind with your favorite book or nurture a thriving indoor garden, no matter the season. The kitchen is equipped with abundant updated cabinetry and expansive granite countertops, providing ample storage and workspace. There's also plenty of room for a kitchen table, making mealtime both comfortable and convenient. A wood-burning fireplace creates a warm, welcoming atmosphere that links the living room, kitchen, and dining room. This open flow is perfect for hosting gatherings or enjoying everyday moments with family and friends. Situated on a corner lot, the home offers a generous outdoor area where you can relax and take in the lush landscaping from the comfort of your paver back patio. The attached one-car garage provides ample storage space, with easy access to the washer and dryer for added convenience. Enjoy the practicality of a community mailbox and extra guest parking spaces just steps from your front door. Take advantage of nearby amenities including the pool and tennis courts, enhancing your lifestyle with recreation and relaxation options. Rest easy knowing the home has been well cared for, with the HOA replacing the roof, gutters, skylights, and exterior paint in 2021. Additional improvements include a new garbage disposal, garage door opener, and screen front door. 2016 air conditioning system and PEX plumbing. Don't miss this opportunity to own a fantastic home in Maitland. With its exceptional features and thoughtful updates, you are sure to be impressed!

3 Beds ⋅ 2 Baths ⋅ Sierra Condo Ph 2 SubDv. ⋅ 32751 Zip Code

Experience the comfort and convenience of living in one of Maitland's most desirable communities. This meticulously maintained home is designed to offer a harmonious balance of functionality, style, and adaptability, ensuring it meets your unique lifestyle requirements. Choose the layout that best suits your needs, whether it's a spacious three-bedroom, two-bathroom arrangement or a two-bedroom configuration complemented by a dedicated office space. Bathe in natural light in the inviting sunroom, an ideal spot to unwind with your favorite book or nurture a thriving indoor garden, no matter the season. The kitchen is equipped with abundant updated cabinetry and expansive granite countertops, providing ample storage and workspace. There's also plenty of room for a kitchen table, making mealtime both comfortable and convenient. A wood-burning fireplace creates a warm, welcoming atmosphere that links the living room, kitchen, and dining room. This open flow is perfect for hosting gatherings or enjoying everyday moments with family and friends. Situated on a corner lot, the home offers a generous outdoor area where you can relax and take in the lush landscaping from the comfort of your paver back patio. The attached one-car garage provides ample storage space, with easy access to the washer and dryer for added convenience. Enjoy the practicality of a community mailbox and extra guest parking spaces just steps from your front door. Take advantage of nearby amenities including the pool and tennis courts, enhancing your lifestyle with recreation and relaxation options. Rest easy knowing the home has been well cared for, with the HOA replacing the roof, gutters, skylights, and exterior paint in 2021. Additional improvements include a new garbage disposal, garage door opener, and screen front door. 2016 air conditioning system and PEX plumbing. Don't miss this opportunity to own a fantastic home in Maitland. With its exceptional features and thoughtful updates, you are sure to be impressed!

2352 Sierra Lane Unit 2352, Maitland

$338,000

Charming three bedroom, two bath home in the heart of Maitland! Roof and AC both updated in 2021. This home features an open layout with great natural light and an easy, flowing floor plan. All new kitchen appliances and cabinets installed 2022. The living spaces feel airy and inviting, with newly refinished wood flooring, vaulted ceilings and a split floor plan. Outside, enjoy a fully fenced backyard, ideal for pets, play, or creating your own outdoor oasis. The screened-in covered porch is a total vibe, perfect for morning coffee, relaxing evenings, or hosting friends year-round Florida style. Whether you're a first-time buyer, downsizing, or looking for a smart investment, this home checks all the boxes with comfort, style, and location. Conveniently located near shopping, dining, and major roadways, you’ll love the accessibility and laid-back Maitland lifestyle.

3 Beds ⋅ 2 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code

Charming three bedroom, two bath home in the heart of Maitland! Roof and AC both updated in 2021. This home features an open layout with great natural light and an easy, flowing floor plan. All new kitchen appliances and cabinets installed 2022. The living spaces feel airy and inviting, with newly refinished wood flooring, vaulted ceilings and a split floor plan. Outside, enjoy a fully fenced backyard, ideal for pets, play, or creating your own outdoor oasis. The screened-in covered porch is a total vibe, perfect for morning coffee, relaxing evenings, or hosting friends year-round Florida style. Whether you're a first-time buyer, downsizing, or looking for a smart investment, this home checks all the boxes with comfort, style, and location. Conveniently located near shopping, dining, and major roadways, you’ll love the accessibility and laid-back Maitland lifestyle.

410 Poplar Court, Maitland

$335,000

Price improved! CONDO WITH PRIVATE GARAGE - JUST REPLUMBED WITH WARRANTY! Discover the perfect blend of comfort, elegance, and convenience in this beautifully updated 2-bedroom, 2-bath condominium in the highly sought-after Sierra Condominiums of Maitland. This move-in ready condo welcomes you with a screened front porch and an inviting living room with a wood-burning fireplace with an electric insert. The bonus room can be used as a television room, as a Florida room (offering a sunny spot to enjoy morning coffee while watching butterflies in the garden), or as a hobby room; leaving the living room free for formal entertaining. The upgraded kitchen features quartz countertops, under-cabinet lighting, new appliances, and accessible cupboards for easy access. A versatile breakfast nook (which is currently used as an office), includes a beautiful built-in cabinet perfect for dishes, collectibles or files. Tile floors in the kitchen and baths complement attractive laminate flooring throughout the living areas. Double-pane windows with plantation shutters, a new front door, gas heat, and a gas water heater provide comfort and efficiency year-round. Surrounded by mature trees and lush landscaping, this friendly, walkable neighborhood (with no traffic going through it), offers a warm community feel. Sierra residents enjoy a sparkling pool, tennis/pickleball court, and a welcoming clubhouse. HOA fees cover exterior maintenance, reserves for roofs, painting, roadway and pool upkeep, lawn care and cable television. A wonderful opportunity for those looking to downsize while maintaining an independent lifestyle – or an ideal first home with a coveted Maitland location!

2 Beds ⋅ 2 Baths ⋅ Sierra Condominiums SubDv. ⋅ 32751 Zip Code

Price improved! CONDO WITH PRIVATE GARAGE - JUST REPLUMBED WITH WARRANTY! Discover the perfect blend of comfort, elegance, and convenience in this beautifully updated 2-bedroom, 2-bath condominium in the highly sought-after Sierra Condominiums of Maitland. This move-in ready condo welcomes you with a screened front porch and an inviting living room with a wood-burning fireplace with an electric insert. The bonus room can be used as a television room, as a Florida room (offering a sunny spot to enjoy morning coffee while watching butterflies in the garden), or as a hobby room; leaving the living room free for formal entertaining. The upgraded kitchen features quartz countertops, under-cabinet lighting, new appliances, and accessible cupboards for easy access. A versatile breakfast nook (which is currently used as an office), includes a beautiful built-in cabinet perfect for dishes, collectibles or files. Tile floors in the kitchen and baths complement attractive laminate flooring throughout the living areas. Double-pane windows with plantation shutters, a new front door, gas heat, and a gas water heater provide comfort and efficiency year-round. Surrounded by mature trees and lush landscaping, this friendly, walkable neighborhood (with no traffic going through it), offers a warm community feel. Sierra residents enjoy a sparkling pool, tennis/pickleball court, and a welcoming clubhouse. HOA fees cover exterior maintenance, reserves for roofs, painting, roadway and pool upkeep, lawn care and cable television. A wonderful opportunity for those looking to downsize while maintaining an independent lifestyle – or an ideal first home with a coveted Maitland location!

2344 Sierra Lane, Maitland

$335,000

One or more photo(s) has been virtually staged. Welcome to this beautifully updated Branch Tree duplex, where style meets convenience! Step inside to discover a brand-new kitchen with sleek granite countertops and modern cabinetry, complemented by fresh paint throughout. The primary suite impresses with a fully renovated bathroom featuring a spacious walk-in shower and dual vanity. Luxury vinyl floors flow seamlessly through the open living spaces, highlighted by soaring ceilings that create a bright and airy atmosphere. Enjoy a private backyard for relaxing or entertaining, plus the convenience of a one-car garage. Perfectly situated near shopping, dining, UCF, and charming downtown Winter Park, this home offers both comfort and a prime location. Don’t miss your chance to make this move-in-ready gem yours!

2 Beds ⋅ 2 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome to this beautifully updated Branch Tree duplex, where style meets convenience! Step inside to discover a brand-new kitchen with sleek granite countertops and modern cabinetry, complemented by fresh paint throughout. The primary suite impresses with a fully renovated bathroom featuring a spacious walk-in shower and dual vanity. Luxury vinyl floors flow seamlessly through the open living spaces, highlighted by soaring ceilings that create a bright and airy atmosphere. Enjoy a private backyard for relaxing or entertaining, plus the convenience of a one-car garage. Perfectly situated near shopping, dining, UCF, and charming downtown Winter Park, this home offers both comfort and a prime location. Don’t miss your chance to make this move-in-ready gem yours!

419 Poplar Court, Maitland

1000 S Orlando Avenue Unit A31, Maitland

$331,000

Experience the best of lakeside living in this beautifully updated third-floor corner residence with panoramic views of Lake Maitland. Perfectly positioned along Orlando Avenue and adjacent to Fort Maitland boat ramp, the home combines convenience with a truly unique lifestyle just minutes from Winter Park’s shopping, dining, and cultural attractions. Inside, you’ll find luxury vinyl plank flooring throughout and a stunning kitchen designed for modern living, showcasing quartz countertops, sleek stainless steel appliances, custom cabinetry, and stylish finishes that create an inviting atmosphere for both cooking and entertaining. The spacious primary suite is highlighted by a custom-designed closet for optimal storage and comfort. Enjoy community amenities that make every day feel like a retreat, including a pool overlooking the lake and access to boat slips (via waitlist) on the highly coveted Winter Park Chain of Lakes. Whether you’re seeking a serene escape or a vibrant, connected lifestyle, this condo delivers the rare combination of location, water views, and thoughtful updates in one of Central Florida’s most desirable areas.

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

Experience the best of lakeside living in this beautifully updated third-floor corner residence with panoramic views of Lake Maitland. Perfectly positioned along Orlando Avenue and adjacent to Fort Maitland boat ramp, the home combines convenience with a truly unique lifestyle just minutes from Winter Park’s shopping, dining, and cultural attractions. Inside, you’ll find luxury vinyl plank flooring throughout and a stunning kitchen designed for modern living, showcasing quartz countertops, sleek stainless steel appliances, custom cabinetry, and stylish finishes that create an inviting atmosphere for both cooking and entertaining. The spacious primary suite is highlighted by a custom-designed closet for optimal storage and comfort. Enjoy community amenities that make every day feel like a retreat, including a pool overlooking the lake and access to boat slips (via waitlist) on the highly coveted Winter Park Chain of Lakes. Whether you’re seeking a serene escape or a vibrant, connected lifestyle, this condo delivers the rare combination of location, water views, and thoughtful updates in one of Central Florida’s most desirable areas.

1000 S Orlando Avenue Unit A31, Maitland

$330,000

Virtually Staged. Welcome to 361 Hickory Drive, a truly special opportunity in a quiet, well-established community in the heart of Maitland. This charming home offers the perfect blend of comfort, mid-century historic charm and an unbeatable location making it ideal for those seeking both tranquility and convenience. Set on an oversized lot, this property provides ample space to entertain or enjoy the peaceful surroundings. The neighborhood is known for its quiet atmosphere with NO HOA, giving you the freedom to truly make this home your own without added restrictions. Upon walking in, you are greeted with an open concept living room space with the dining room to the left. The kitchen features ample cabinet space and a separate cooktop. The 2nd and 3rd bedrooms are generously sized with the primary including an en-suite bathroom. A BRAND NEW ROOF will be installed prior to closing, offering peace of mind. Upgrades include a New Water Heater (2026) and A/C(2019) ensuring comfort and efficiency. This home is also zoned in Top Rated Seminole County School Districts. Whether you're looking to settle into a serene neighborhood or invest in a property with strong fundamentals, this one checks all the boxes. Don’t miss your chance to call this Maitland gem home today!

3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

Virtually Staged. Welcome to 361 Hickory Drive, a truly special opportunity in a quiet, well-established community in the heart of Maitland. This charming home offers the perfect blend of comfort, mid-century historic charm and an unbeatable location making it ideal for those seeking both tranquility and convenience. Set on an oversized lot, this property provides ample space to entertain or enjoy the peaceful surroundings. The neighborhood is known for its quiet atmosphere with NO HOA, giving you the freedom to truly make this home your own without added restrictions. Upon walking in, you are greeted with an open concept living room space with the dining room to the left. The kitchen features ample cabinet space and a separate cooktop. The 2nd and 3rd bedrooms are generously sized with the primary including an en-suite bathroom. A BRAND NEW ROOF will be installed prior to closing, offering peace of mind. Upgrades include a New Water Heater (2026) and A/C(2019) ensuring comfort and efficiency. This home is also zoned in Top Rated Seminole County School Districts. Whether you're looking to settle into a serene neighborhood or invest in a property with strong fundamentals, this one checks all the boxes. Don’t miss your chance to call this Maitland gem home today!

361 Hickory Drive, Maitland

$330,000

COZY, 2 bedroom, 1 bath, 1 car garage home with a HUGE lot in a central location is ready for its new owners! As you enter, you will notice the OPEN living room and kitchen. The kitchen has custom wood cabinets, tile counters and backsplash. A large breakfast bar and eat-in nook area for your comfort. The bathroom is modern and sleek. Outside in the backyard, your OASIS awaits! There are fruit trees, areas for relaxing and a shed for storage. This home is in a NO HORN area of the railroad tracks that service the Sunrail and Amtrak. The Sunrail Station is within walking distance to the home for an easy work commute. NEWER ROOF, NEWER WINDOWS, updated electrical panel, tankless water heater, GAS stove, surround sound throughout as well. NO HOA. 30 minutes to downtown Orlando, 15 minutes to I-4 interstate and 5 minutes to 17-92. Whether you are looking for a great starter home, investment property or want to start from scratch and build your dream home, this one could be yours!!

2 Beds ⋅ 1 Baths ⋅ Greenwood Gardens Rep SubDv. ⋅ 32751 Zip Code

COZY, 2 bedroom, 1 bath, 1 car garage home with a HUGE lot in a central location is ready for its new owners! As you enter, you will notice the OPEN living room and kitchen. The kitchen has custom wood cabinets, tile counters and backsplash. A large breakfast bar and eat-in nook area for your comfort. The bathroom is modern and sleek. Outside in the backyard, your OASIS awaits! There are fruit trees, areas for relaxing and a shed for storage. This home is in a NO HORN area of the railroad tracks that service the Sunrail and Amtrak. The Sunrail Station is within walking distance to the home for an easy work commute. NEWER ROOF, NEWER WINDOWS, updated electrical panel, tankless water heater, GAS stove, surround sound throughout as well. NO HOA. 30 minutes to downtown Orlando, 15 minutes to I-4 interstate and 5 minutes to 17-92. Whether you are looking for a great starter home, investment property or want to start from scratch and build your dream home, this one could be yours!!

735 Gamewell Avenue, Maitland

$329,900

Back on the market through no fault of the property. Recently appraised at $340,000 and inspections were completed without issue. A great opportunity for a qualified buyer seeking a smooth transaction and quick closing. Tucked into one of Maitland's most coveted lakefront enclaves, this beautifully updated townhome sits within a quietly maintained, tree-lined setting with direct access to Lake Destiny, a private community boat ramp, resort-style pool, and tennis courts, all just minutes from I-4, the 414, RDV Sportsplex, and the dining and shopping corridors of Maitland Center. First impressions set a private and secluded tone with a wrought-iron gated courtyard leads to a covered entry porch before you reach the front door. Inside, soaring vaulted ceilings and a dramatic arched transom window above the sliding glass doors flood the main level with natural light, creating an airy, open feel that far exceeds the square footage on paper. Wide-plank tile flooring runs throughout the main living areas, connecting the open living and dining spaces to a thoughtfully updated kitchen featuring white shaker cabinetry with crown accents, solid stone countertops, stainless steel appliances including a French door refrigerator and built-in microwave, pendant lighting above the breakfast bar peninsula, and a subway tile backsplash. The sliding doors open directly to a private screened patio framed by mature landscaping, creating the kind of indoor-outdoor flow that defines Florida living at its best. Upstairs, three generously sized bedrooms each offer ceiling fans, ample closet space, and brand new carpet and paint. The primary suite stands out with a 26ft footprint, two closets including a walk-in, and an ensuite bath featuring dual vanities, a full-wall vanity mirror, and a walk-in shower. Two additional bedrooms and a full bath complete the upper level, with the layout providing genuine separation and privacy between spaces. Back on the main floor, a versatile 9x9 bonus room with indoor laundry handles the day-to-day, and the full-size washer and dryer convey. The big-ticket items are handled: 30-year tile roof replaced in 2023, HVAC installed in 2020, and brushed nickel fixtures updated throughout. The one-car garage with additional driveway parking and the gated courtyard entry give this unit a sense of privacy and security rare in townhome living. Whether you are looking for a low-maintenance primary residence, a lock-and-leave second home, or a smart investment in a well-managed community with real amenities and a lakefront address, this one makes an easy case.

3 Beds ⋅ 3 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code

Back on the market through no fault of the property. Recently appraised at $340,000 and inspections were completed without issue. A great opportunity for a qualified buyer seeking a smooth transaction and quick closing. Tucked into one of Maitland's most coveted lakefront enclaves, this beautifully updated townhome sits within a quietly maintained, tree-lined setting with direct access to Lake Destiny, a private community boat ramp, resort-style pool, and tennis courts, all just minutes from I-4, the 414, RDV Sportsplex, and the dining and shopping corridors of Maitland Center. First impressions set a private and secluded tone with a wrought-iron gated courtyard leads to a covered entry porch before you reach the front door. Inside, soaring vaulted ceilings and a dramatic arched transom window above the sliding glass doors flood the main level with natural light, creating an airy, open feel that far exceeds the square footage on paper. Wide-plank tile flooring runs throughout the main living areas, connecting the open living and dining spaces to a thoughtfully updated kitchen featuring white shaker cabinetry with crown accents, solid stone countertops, stainless steel appliances including a French door refrigerator and built-in microwave, pendant lighting above the breakfast bar peninsula, and a subway tile backsplash. The sliding doors open directly to a private screened patio framed by mature landscaping, creating the kind of indoor-outdoor flow that defines Florida living at its best. Upstairs, three generously sized bedrooms each offer ceiling fans, ample closet space, and brand new carpet and paint. The primary suite stands out with a 26ft footprint, two closets including a walk-in, and an ensuite bath featuring dual vanities, a full-wall vanity mirror, and a walk-in shower. Two additional bedrooms and a full bath complete the upper level, with the layout providing genuine separation and privacy between spaces. Back on the main floor, a versatile 9x9 bonus room with indoor laundry handles the day-to-day, and the full-size washer and dryer convey. The big-ticket items are handled: 30-year tile roof replaced in 2023, HVAC installed in 2020, and brushed nickel fixtures updated throughout. The one-car garage with additional driveway parking and the gated courtyard entry give this unit a sense of privacy and security rare in townhome living. Whether you are looking for a low-maintenance primary residence, a lock-and-leave second home, or a smart investment in a well-managed community with real amenities and a lakefront address, this one makes an easy case.

1010 Winderley Place Unit 127, Maitland

1000 S Orlando Avenue Unit B25, Maitland

$324,000

Offered at a newly improved price, this highly desirable residence at Maitland Harbour is located within a boutique 38-unit lakefront condominium community nestled in the heart of Maitland. Ideally positioned on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—this intimate and picturesque enclave offers access to the entire chain and a truly exceptional waterfront lifestyle. A hidden gem, Maitland Harbour blends timeless Mid-Century Modern architecture with the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, and built in 1964, the community reflects a distinctive Central Florida interpretation of classic modernist design. Inside this beautifully updated 2-bedroom, 2-bath residence offering 952 square feet, you will find light-filled living space with a clean, cohesive aesthetic throughout. The kitchen, renovated in 2020, features quartz countertops, a subway tile backsplash, open wood shelving, and a pass-through to the dining area, creating both functionality and visual connection to the main living space. The open-concept living and dining areas are bright and inviting, with warm-toned wood flooring and neutral finishes. The primary suite is a true retreat, complete with updated flooring (2020), soft natural light, newly added barn-style closet doors for improved storage access, and direct access to the private balcony—ideal for enjoying morning coffee or evening breezes. The en-suite bath, renovated by a previous owner, features neutral finishes and a glass-enclosed shower. The secondary bedroom is spacious and offers consistent updated flooring and fresh paint, and is located adjacent to a full guest bath with recent updates including vanity, lighting, and fixtures. Additional improvements include a new refrigerator (2023), new windows (2024), new HVAC (2025), and fresh interior paint (2025/2026). The community has completed major improvements including new roofs, pool enclosure, and exterior paint, and both the milestone inspection and structural integrity reserve study have been completed and are available for review. Residents enjoy a full suite of lakefront amenities including a waterfront pool, courtyard, boat slips, fishing pier, kayak storage, community room, private storage, covered parking, and an expansive entertaining deck overlooking Lake Maitland. The location is adjacent to historic Fort Maitland Park and directly across from Lake Lily, the heart of Maitland’s Cultural Corridor, known for concerts, the Maitland Art Festival, and the Sunday Farmers Market, and is just a short walk to the Enzian Theater and local dining, with easy access to Winter Park’s Park Avenue offering premier shopping, restaurants, museums, and year-round events. Enjoy low-maintenance lakefront living with beautiful interior spaces, a private balcony, and access to one of Central Florida’s most sought-after waterfront settings.

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

Offered at a newly improved price, this highly desirable residence at Maitland Harbour is located within a boutique 38-unit lakefront condominium community nestled in the heart of Maitland. Ideally positioned on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—this intimate and picturesque enclave offers access to the entire chain and a truly exceptional waterfront lifestyle. A hidden gem, Maitland Harbour blends timeless Mid-Century Modern architecture with the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, and built in 1964, the community reflects a distinctive Central Florida interpretation of classic modernist design. Inside this beautifully updated 2-bedroom, 2-bath residence offering 952 square feet, you will find light-filled living space with a clean, cohesive aesthetic throughout. The kitchen, renovated in 2020, features quartz countertops, a subway tile backsplash, open wood shelving, and a pass-through to the dining area, creating both functionality and visual connection to the main living space. The open-concept living and dining areas are bright and inviting, with warm-toned wood flooring and neutral finishes. The primary suite is a true retreat, complete with updated flooring (2020), soft natural light, newly added barn-style closet doors for improved storage access, and direct access to the private balcony—ideal for enjoying morning coffee or evening breezes. The en-suite bath, renovated by a previous owner, features neutral finishes and a glass-enclosed shower. The secondary bedroom is spacious and offers consistent updated flooring and fresh paint, and is located adjacent to a full guest bath with recent updates including vanity, lighting, and fixtures. Additional improvements include a new refrigerator (2023), new windows (2024), new HVAC (2025), and fresh interior paint (2025/2026). The community has completed major improvements including new roofs, pool enclosure, and exterior paint, and both the milestone inspection and structural integrity reserve study have been completed and are available for review. Residents enjoy a full suite of lakefront amenities including a waterfront pool, courtyard, boat slips, fishing pier, kayak storage, community room, private storage, covered parking, and an expansive entertaining deck overlooking Lake Maitland. The location is adjacent to historic Fort Maitland Park and directly across from Lake Lily, the heart of Maitland’s Cultural Corridor, known for concerts, the Maitland Art Festival, and the Sunday Farmers Market, and is just a short walk to the Enzian Theater and local dining, with easy access to Winter Park’s Park Avenue offering premier shopping, restaurants, museums, and year-round events. Enjoy low-maintenance lakefront living with beautiful interior spaces, a private balcony, and access to one of Central Florida’s most sought-after waterfront settings.

1000 S Orlando Avenue Unit B25, Maitland

$321,500

One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing. Fresh, modern, and move-in ready in Maitland’s sought-after 32751. Sleek curb appeal welcomes you with a charcoal exterior, palm-studded front yard, and a wide driveway leading to a covered carport. Inside, sunlight pours through a large picture window into an open living area finished with wide-plank flooring and a clean neutral palette. The reimagined kitchen is a showpiece—matte black cabinetry, stone waterfall island, stainless steel appliances, and contemporary lighting—ideal for cooking and entertaining. A flexible dining/den area connects to the backyard, offering plenty of space to relax, garden, or play. Centrally located minutes to Maitland City Centre, Lake Lily Park, Winter Park shopping and dining, I-4, and SunRail. A crisp, contemporary vibe in a prime location—come experience 32751 living at its best.

3 Beds ⋅ 2 Baths ⋅ Lakewood Shores 1st Add SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing. Fresh, modern, and move-in ready in Maitland’s sought-after 32751. Sleek curb appeal welcomes you with a charcoal exterior, palm-studded front yard, and a wide driveway leading to a covered carport. Inside, sunlight pours through a large picture window into an open living area finished with wide-plank flooring and a clean neutral palette. The reimagined kitchen is a showpiece—matte black cabinetry, stone waterfall island, stainless steel appliances, and contemporary lighting—ideal for cooking and entertaining. A flexible dining/den area connects to the backyard, offering plenty of space to relax, garden, or play. Centrally located minutes to Maitland City Centre, Lake Lily Park, Winter Park shopping and dining, I-4, and SunRail. A crisp, contemporary vibe in a prime location—come experience 32751 living at its best.

214 Cherrywood Drive, Maitland

$320,000

Back to Market -This is a three-bedroom two-bathroom pool house well located that needs some tender love and care (TLC). This is an opportunity to exert the buyer’s creativity to update it. Great neighborhood, low HOA, close to Geminis sport and health facilities, Seminole Community College, the I-4, 15 minutes away from downtown Orlando, main grocery chains in less than two miles. Make your appointment now.

3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Back to Market -This is a three-bedroom two-bathroom pool house well located that needs some tender love and care (TLC). This is an opportunity to exert the buyer’s creativity to update it. Great neighborhood, low HOA, close to Geminis sport and health facilities, Seminole Community College, the I-4, 15 minutes away from downtown Orlando, main grocery chains in less than two miles. Make your appointment now.

2155 Fennell Street, Maitland

283 W Lake Faith Drive Unit 146, Maitland

$315,000

Welcome to Lake Faith Villas, an established lakefront community in Maitland. This spacious 3-bedroom, 3-bathroom condominium offers 1,860 square feet with an open floor plan, abundant natural light, and views of the community's landscaped grounds. The layout includes a first-floor bedroom and full bathroom, offering flexibility for guests, a home office, or everyday living. Upstairs, the primary suite features a walk-in closet and en-suite bath, while the third bedroom also has its own full bathroom. Recent updates include a new Washer and Dryer (2025), HVAC System (2022), Hot Water Heater (2022), and the roof replaced by the HOA (2022). Enjoy your garden patio or take advantage of the community's lakefront clubhouse, swimming pool, and direct views of Lake Faith. Located just minutes from Winter Park, SunRail, and major highways, the home is also close to Maitland's growing selection of restaurants, shopping, and fitness options, including the newly opened Crunch Fitness. Schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ Lake Faith Villas Condo SubDv. ⋅ 32751 Zip Code

Welcome to Lake Faith Villas, an established lakefront community in Maitland. This spacious 3-bedroom, 3-bathroom condominium offers 1,860 square feet with an open floor plan, abundant natural light, and views of the community's landscaped grounds. The layout includes a first-floor bedroom and full bathroom, offering flexibility for guests, a home office, or everyday living. Upstairs, the primary suite features a walk-in closet and en-suite bath, while the third bedroom also has its own full bathroom. Recent updates include a new Washer and Dryer (2025), HVAC System (2022), Hot Water Heater (2022), and the roof replaced by the HOA (2022). Enjoy your garden patio or take advantage of the community's lakefront clubhouse, swimming pool, and direct views of Lake Faith. Located just minutes from Winter Park, SunRail, and major highways, the home is also close to Maitland's growing selection of restaurants, shopping, and fitness options, including the newly opened Crunch Fitness. Schedule your private showing today!

283 W Lake Faith Drive Unit 146, Maitland

$315,000

Wake up to water views, an abundance of natural light, and tropical serenity in this beautifully appointed, private ground-floor residence. Embrace a calm, relaxing lifestyle in this light-filled, ground-floor condo surrounded by lush tropical landscaping, located in Maitland’s popular gated community of Sun Bay Club. Designed for effortless living, this spacious 3-bedroom, 2-bath residence offers a rare no-stairs layout and exceptional privacy, set on a desirable lot with no direct rear neighbors and tranquil pond views both behind and to the side. The elegant living area is anchored by a wood-burning fireplace, and flows through French doors into a sunlit, enclosed Florida room, with expansive windows and sliding glass doors—perfect for morning coffee, evening relaxation, or entertaining while enjoying serene, tropical surroundings. Sliding glass doors in the primary bedroom and kitchen open directly to the Florida room, enhancing the indoor-outdoor lifestyle. The kitchen features beautiful quartz countertops, stainless steel appliances, and a charming breakfast nook overlooking the pond, creating an inviting space to start each day. The second bedroom opens to a private patio with peaceful water views, while the third bedroom faces the front and offers flexibility as a home office, playroom, or guest retreat. LVP and ceramic tile flooring, abundant storage, and a thoughtfully designed layout provide both comfort and sophistication. Meticulously maintained with evident pride of ownership throughout. Recent upgrades include a newer A/C (2022) and a brand-new hot water heater (2025), newly painted areas interior. Enjoy the ease of walking to the community pool, lakes, and tennis courts, while coming home to a quiet, private setting. Centrally located just minutes from I-4, Winter Park, the beaches, the parks, hotels, dining, and shopping. Call today for your showing appointment!

3 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code

Wake up to water views, an abundance of natural light, and tropical serenity in this beautifully appointed, private ground-floor residence. Embrace a calm, relaxing lifestyle in this light-filled, ground-floor condo surrounded by lush tropical landscaping, located in Maitland’s popular gated community of Sun Bay Club. Designed for effortless living, this spacious 3-bedroom, 2-bath residence offers a rare no-stairs layout and exceptional privacy, set on a desirable lot with no direct rear neighbors and tranquil pond views both behind and to the side. The elegant living area is anchored by a wood-burning fireplace, and flows through French doors into a sunlit, enclosed Florida room, with expansive windows and sliding glass doors—perfect for morning coffee, evening relaxation, or entertaining while enjoying serene, tropical surroundings. Sliding glass doors in the primary bedroom and kitchen open directly to the Florida room, enhancing the indoor-outdoor lifestyle. The kitchen features beautiful quartz countertops, stainless steel appliances, and a charming breakfast nook overlooking the pond, creating an inviting space to start each day. The second bedroom opens to a private patio with peaceful water views, while the third bedroom faces the front and offers flexibility as a home office, playroom, or guest retreat. LVP and ceramic tile flooring, abundant storage, and a thoughtfully designed layout provide both comfort and sophistication. Meticulously maintained with evident pride of ownership throughout. Recent upgrades include a newer A/C (2022) and a brand-new hot water heater (2025), newly painted areas interior. Enjoy the ease of walking to the community pool, lakes, and tennis courts, while coming home to a quiet, private setting. Centrally located just minutes from I-4, Winter Park, the beaches, the parks, hotels, dining, and shopping. Call today for your showing appointment!

1000 Winderley Place Unit 142, Maitland

$310,000

Welcome to this beautifully renovated 3 bedroom, 2 bathroom home with 1,306 square feet of living space, perfectly situated on a spacious .15-acre lot in Maitland. From the moment you arrive, you’ll love the gorgeous curb appeal, manicured landscaping, and two-car garage. Step inside to find brand-new luxury vinyl plank flooring flowing throughout. The modern kitchen boasts stainless steel appliances, quartz countertops, and sleek finishes, making it the perfect space to gather and entertain. Each bedroom offers large windows, ceiling fans, and abundant natural light, while the updated bathrooms feature contemporary vanities and tile-lined showers for a spa-like feel. Enjoy the Florida lifestyle on the covered back porch overlooking the spacious backyard, ideal for hosting gatherings or simply relaxing at sunset. Living in Maitland means access to top-rated schools, beautiful parks, a vibrant dining scene, cultural attractions, and convenient proximity to Winter Park and downtown Orlando.

3 Beds ⋅ 2 Baths ⋅ Thompson Sub SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully renovated 3 bedroom, 2 bathroom home with 1,306 square feet of living space, perfectly situated on a spacious .15-acre lot in Maitland. From the moment you arrive, you’ll love the gorgeous curb appeal, manicured landscaping, and two-car garage. Step inside to find brand-new luxury vinyl plank flooring flowing throughout. The modern kitchen boasts stainless steel appliances, quartz countertops, and sleek finishes, making it the perfect space to gather and entertain. Each bedroom offers large windows, ceiling fans, and abundant natural light, while the updated bathrooms feature contemporary vanities and tile-lined showers for a spa-like feel. Enjoy the Florida lifestyle on the covered back porch overlooking the spacious backyard, ideal for hosting gatherings or simply relaxing at sunset. Living in Maitland means access to top-rated schools, beautiful parks, a vibrant dining scene, cultural attractions, and convenient proximity to Winter Park and downtown Orlando.

840 Mulberry Street, Maitland

2401 Legacy Lake Drive Unit 2401, Maitland

$302,000

All roads lead to Visconti East! Located in Maitland, bordering nearby scenic Winter Park (Park Ave./ Rollins College) this distinctive 3 story, 4 Bed/2.5 Bath townhome is situated directly off of I-4 and SR414, within 10 minutes to Downtown Orlando, Park Avenue, and close access to SR429, Winter Garden, and North Orlando. This home offers a one-of-a-kind floor plan with the entry foyer, hall closet, half bath and uniquely set up two car garage on the first floor, living room/kitchen + primary bedroom/bath on the second floor, and 3 bedrooms/ full bathroom, large hallway closet on the third level. All bedrooms feature spacious walk-in closets. Situated next to two fountain ponds that are overlooked from both sides of the unit on 2nd/3rd floors. No need to worry about additional projects, this very special and unique townhouse is move-in ready with top-quality updated features and architectural design, including imported Bianca Antico granite countertops, Italian travertine flooring and showers, stylish arches, and a massive built in bookcase. Shopping, Entertainment and Major Retail are all within miles, including downtown Maitland and Winter Park Village. Premier luxury gyms Genesis Health Club and Lifetime Fitness minutes away for ice skating, pickleball, aquatics and wellness community. Beautiful and safe bike trails accessible just by a short walk/ride. Come see all that this home and community has to offer! Call today for your private showing!

4 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code

All roads lead to Visconti East! Located in Maitland, bordering nearby scenic Winter Park (Park Ave./ Rollins College) this distinctive 3 story, 4 Bed/2.5 Bath townhome is situated directly off of I-4 and SR414, within 10 minutes to Downtown Orlando, Park Avenue, and close access to SR429, Winter Garden, and North Orlando. This home offers a one-of-a-kind floor plan with the entry foyer, hall closet, half bath and uniquely set up two car garage on the first floor, living room/kitchen + primary bedroom/bath on the second floor, and 3 bedrooms/ full bathroom, large hallway closet on the third level. All bedrooms feature spacious walk-in closets. Situated next to two fountain ponds that are overlooked from both sides of the unit on 2nd/3rd floors. No need to worry about additional projects, this very special and unique townhouse is move-in ready with top-quality updated features and architectural design, including imported Bianca Antico granite countertops, Italian travertine flooring and showers, stylish arches, and a massive built in bookcase. Shopping, Entertainment and Major Retail are all within miles, including downtown Maitland and Winter Park Village. Premier luxury gyms Genesis Health Club and Lifetime Fitness minutes away for ice skating, pickleball, aquatics and wellness community. Beautiful and safe bike trails accessible just by a short walk/ride. Come see all that this home and community has to offer! Call today for your private showing!

2401 Legacy Lake Drive Unit 2401, Maitland

1140 S Orlando Avenue Unit B-7, Maitland

$300,000

Virtually Staged. Experience the perfect blend of Mid-Century Modern charm and contemporary living in this beautifully renovated 2-bedroom, 1-bath condominium in the highly sought-after Lake Maitland Terrace community. Nestled on the shores of Lake Maitland with access to the renowned Winter Park Chain of Lakes, this waterfront community offers an exceptional lifestyle in one of Central Florida's most desirable locations. Inside, you'll find a thoughtfully redesigned interior featuring a stunning chef-inspired kitchen with classic shaker cabinetry, quartz countertops, a spacious pantry, and a large center island offering storage on both sides. The open-concept layout creates a bright and inviting living space that's perfect for entertaining or relaxing at home. The generous primary bedroom features a large closet, while the beautifully updated bathroom boasts a spacious walk-in shower and modern finishes. Additional conveniences include an in-unit washer and dryer, a private storage room located behind the unit, and access to the community's updated laundry facilities. Lake Maitland Terrace offers outstanding amenities, including a new lakefront swimming pool, community dock, clubhouse, putting green, and direct access to Lake Maitland and the Winter Park Chain of Lakes. Ideally located just moments from Lake Lily, the Enzian Theater, and the vibrant Independence Lane District, you'll enjoy easy access to local restaurants, breweries, shopping, and the popular farmer’s market. Winter Park Village, Park Avenue, and major roadways are also just minutes away. Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School districts, this move-in-ready home offers an unbeatable combination of style, location, and convenience. Don't miss this incredible opportunity. Schedule your private showing today!

2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Virtually Staged. Experience the perfect blend of Mid-Century Modern charm and contemporary living in this beautifully renovated 2-bedroom, 1-bath condominium in the highly sought-after Lake Maitland Terrace community. Nestled on the shores of Lake Maitland with access to the renowned Winter Park Chain of Lakes, this waterfront community offers an exceptional lifestyle in one of Central Florida's most desirable locations. Inside, you'll find a thoughtfully redesigned interior featuring a stunning chef-inspired kitchen with classic shaker cabinetry, quartz countertops, a spacious pantry, and a large center island offering storage on both sides. The open-concept layout creates a bright and inviting living space that's perfect for entertaining or relaxing at home. The generous primary bedroom features a large closet, while the beautifully updated bathroom boasts a spacious walk-in shower and modern finishes. Additional conveniences include an in-unit washer and dryer, a private storage room located behind the unit, and access to the community's updated laundry facilities. Lake Maitland Terrace offers outstanding amenities, including a new lakefront swimming pool, community dock, clubhouse, putting green, and direct access to Lake Maitland and the Winter Park Chain of Lakes. Ideally located just moments from Lake Lily, the Enzian Theater, and the vibrant Independence Lane District, you'll enjoy easy access to local restaurants, breweries, shopping, and the popular farmer’s market. Winter Park Village, Park Avenue, and major roadways are also just minutes away. Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School districts, this move-in-ready home offers an unbeatable combination of style, location, and convenience. Don't miss this incredible opportunity. Schedule your private showing today!

1140 S Orlando Avenue Unit B-7, Maitland

$291,000

Welcome to 250 Orange Place, This charming bungalow in an unbeatable location just two blocks from Winter Park. This well-maintained one-bedroom cottage features a welcoming rocking-chair front porch, attractive kitchen, clawfoot bathtub, indoor laundry room, and one-car garage with additional off-street parking. Enjoy a shaded, hammock-ready backyard perfect for relaxing. Walk the tree-lined streets to the Enzian Theatre, Fort Maitland Park, and Park Avenue, or head minutes away to Whole Foods and Winter Park Village via Hwy 17-92. A rare opportunity to own a character-filled home in a highly walkable and convenient location.

1 Beds ⋅ 1 Baths ⋅ Orangedale Park Rep SubDv. ⋅ 32751 Zip Code

Welcome to 250 Orange Place, This charming bungalow in an unbeatable location just two blocks from Winter Park. This well-maintained one-bedroom cottage features a welcoming rocking-chair front porch, attractive kitchen, clawfoot bathtub, indoor laundry room, and one-car garage with additional off-street parking. Enjoy a shaded, hammock-ready backyard perfect for relaxing. Walk the tree-lined streets to the Enzian Theatre, Fort Maitland Park, and Park Avenue, or head minutes away to Whole Foods and Winter Park Village via Hwy 17-92. A rare opportunity to own a character-filled home in a highly walkable and convenient location.

250 Orange Place, Maitland

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