Longwood Homes with Two Story Property Description

Longwood Homes with Two Story Property Description

Welcome to Longwood, Florida – a charming city nestled in the heart of Seminole County that perfectly blends suburban tranquility with vibrant community life. Known for its picturesque landscapes, lush parks, and friendly neighborhoods, Longwood is an ideal place for families, retirees, and anyone seeking a warm, welcoming environment. With its close proximity to the bustling city of Orlando, residents enjoy easy access to a wealth of recreational activities, shopping, and dining options while relishing the peaceful ambiance of their hometown.

Longwood boasts a diverse array of homes, but one of the most sought-after styles is the two-story property. These homes are not just about aesthetics; they offer an abundance of space and versatility that is perfect for modern living. With ample square footage, two-story homes often feature multiple bedrooms and bathrooms, spacious living areas, and sometimes even bonus rooms that can be transformed into home offices, playrooms, or guest suites.

Imagine hosting family gatherings in an open-concept kitchen that flows effortlessly into a cozy living room, or enjoying quiet evenings on a balcony that overlooks your beautifully landscaped backyard. Many two-story homes in Longwood are designed with family-friendly layouts, ensuring that everyone can enjoy their own space while still coming together in shared areas.

In addition to their functional design, these homes often come with the added benefit of stunning views and abundant natural light, thanks to large windows and strategic placements. Whether you’re looking for a place to grow your family or simply want to enjoy the comfort of a spacious home, Longwood’s two-story properties provide an exceptional opportunity to experience the best of Florida living.

Newest Longwood Homes with Two Story Property Description

$1,300,000
4 Beds ⋅ 4 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code
The time is NOW! Rare opportunity to live the waterfront lifestyle on a deep water canal leading to idyllic Lake Brantley. This amazing home is situated on an exceptionally beautiful, nearly half-acre lot with a dock and boathouse (with lift) Step into the wide open floor plan with soaring tongue and groove ceilings, dramatic transome windows and an impressive floor-to-ceiling wood burning fireplace. This home is made for entertaining as the sprawling great room, dining room and kitchen flow seamlessly together with the captivating view out back as the backdrop. You'll appreciate the beautiful and durable groutless travertine floors throughout the main level. The dining area features stylish built-in cabinetry. The kitchen has a built-in oven, cooktop, spacious breakfast bar and eat-in area overlooking the scenic yard. All secondary bedrooms are downstairs. The million dollar view is reserved for the upstairs primary retreat, with it's own private terrace looking out to the gorgeous yard and water. The generously-sized primary bath has a large jetted tub, dual vanites, walk-in shower and spacious walk-in closet with plenty of room for your accoutrements. Also upstairs, you'll find a very large bonus room/game room with a wet bar and it's own bath! The focal point of this amazing home is the outdoor area. Step into the backyard oasis which includes a large covered porch with room enough for a seating area and an al fresco dining area. Just beyond this, you'll find a stunning pavered pool area and fire pit surrounded by adirondack chairs. There is plenty of yard beyond, with a winding path leading down to the boathouse and dock. The private canal is a short ride to Lake Brantley, a spectacular sought-after 287 acre private ski lake. Roof replaced in 2021. This home has it all! A waterfront retreat, A-rated schools & just minutes to a plethora of wonderful dining and shopping!

1336 Classic Drive, Longwood
$795,000
5 Beds ⋅ 4 Baths ⋅ West Wildmere SubDv. ⋅ 32750 Zip Code
Welcome to 351 E Wildmere Ave, a brand-new construction home in one of Longwood, Florida's established legacy neighborhoods where new builds are still the exception, not the rule. This is a rare chance to get in early as this pocket of Longwood redevelops, without sacrificing the mature trees, larger lots, and settled character that new subdivisions can't offer. You also have the benefit of no HOA, saving you hundreds. Everything about this home is new — the roof, systems, finishes, and fixtures giving buyers the peace of mind of a builder-fresh home with none of the deferred maintenance of an older property. Inside, the home offers just under 3,000 square feet of living space across 5 bedrooms and 4 full bathrooms, filled throughout with an abundance of natural light that gives every room an open, airy feel. Highlights include a bonus loft ideal for a second living area, playroom, or media space, and a large walk-in pantry built for real-life kitchen storage. The primary suite is designed to feel like a private spa retreat. It features a modern, open-concept bathroom layout with a freestanding soaking tub and walk-in shower positioned together for a serene, resort-style feel, along with an oversized walk-in closet with room to spare. It's the kind of end-of-day escape that's hard to find in this price range. One of the home's biggest differentiators is the attached in-law suite with its own private entrance, a flexible space suited to multigenerational households, adult children, long-term guests, a private home office, or even rental income potential, all without sacrificing privacy for either party. Outside, the home sits on an oversized lot with ample green space and room for a pool, a garden, play space, or simply more breathing room between neighbors, which is increasingly hard to find in new construction. Zoned for Lyman High School, a well-regarded school in the area, this location is a strong fit for families prioritizing both a brand-new home and school quality. Priced below $800,000, this home offers new-construction quality at a price point that's competitive with resale homes in the area, in a neighborhood that's just beginning its redevelopment story.

351 E Wildmere Avenue, Longwood
$1,300,000
5 Beds ⋅ 5 Baths ⋅ Wingfield North 2 SubDv. ⋅ 32779 Zip Code
Welcome to an exceptional estate in the prestigious guard gated community of Wingfield North, ideally positioned along Lake Mary’s renowned Markham Woods Corridor. Set on a private cul-de-sac surrounded by distinguished one-acre homes, this custom residence offers an extraordinary combination of privacy, sophistication, and natural beauty. A circular driveway welcomes you to the home, framed by mature landscaping and towering trees, with a private pond and the Wekiva Springs Conservation Area creating a serene backdrop with no rear neighbors—only peaceful views and the occasional passing deer. Step through the stately covered entry and leaded-glass front door into a dramatic, light-filled interior where soaring 20-foot ceilings and expansive windows immediately set the tone. The first floor is beautifully finished with ceramic tile designed to replicate the warmth and character of wood, offering an elegant look with exceptional durability. At the heart of the home is the stunning kitchen, completely renovated in 2025, featuring sophisticated quartz countertops, generous workspace, and a seamless connection to the expansive great room. Designed for effortless entertaining, the indoor living spaces open through hidden sliding glass doors to the screened lanai, enclosed pool, and summer kitchen, creating a true indoor-outdoor Florida lifestyle. The private primary suite encompasses the entire left wing of the first floor and opens directly to the lanai. Its spacious spa-inspired bath features a double vanity and walk-in closet, creating a tranquil retreat separate from the home’s additional bedrooms. A grand staircase leads to the second level, where a spacious bonus loft provides an additional gathering or entertainment space alongside two bedrooms and a full bath. Beyond its impressive design, the home has been thoughtfully enhanced with significant recent improvements, including a 2025 kitchen renovation, exterior paint in 2025, all three A/C systems replaced in 2025, and a new water heater installed in 2026. Surrounded by conservation views, mature landscaping, and remarkable privacy, this Wingfield North residence offers the rare opportunity to enjoy gracious luxury living in one of Lake Mary’s most desirable settings—where elegant interiors, expansive entertaining spaces, and the beauty of nature come together seamlessly.

359 Vista Oak Drive, Longwood
$469,900
4 Beds ⋅ 3 Baths ⋅ Windtree West Unit 2 SubDv. ⋅ 32750 Zip Code
Virtually Staged. This is your opportunity to own a Gorgeous, Amazing, Stunning Oversized Pool, FULLY REMODELED Home on a Huge Corner Lot in the highly desirable City of Longwood Next to Markham Woods area! And no HOA. Please visit our 3D tour. Property offers a brand-new architectural shingle roof and a new resurfaced pool, this home is move-in ready and packed with upgrades. Completely remodeled interior with brand-new flooring and new carpet Luxurious master bathroom featuring Italian porcelain tile shower walls and new vanities. Open floor plan with large windows for an abundance of natural light Modern kitchen with exotic granite countertops, stainless steel appliances, and wood cabinetry. Converted garage, with permits, for income-producing or in-law suite. A/C unit from 2016. Oversized pool with a screened porch and fenced backyard. Huge front yard with ample space for entertainment and leisure. Top-rated school district, shopping, dining, hospitals, and entertainment. Easy access to major highways: I-4, SR-434, Ronald Reagan Blvd, US-17-92 Just a short drive to Downtown Orlando. Don’t miss your chance to own this rare gem with NO HOA in one of Central Florida’s most sought-after areas.

1040 Waverly Drive, Longwood
$414,900
3 Beds ⋅ 2 Baths ⋅ Sandalwood SubDv. ⋅ 32750 Zip Code
POOL HOME + LARGE FENCED YARD + NO CARPET! This 3-bedroom, 2-bath Longwood home in the sought-after Sandalwood community offers the perfect combination of comfort, style, and location. Step inside to an open-concept floor plan featuring granite countertops, espresso cabinetry, a tiled backsplash, stainless steel appliances, and easy-care laminate and tile flooring throughout. The inviting living space is highlighted by a wood-burning fireplace, creating a cozy gathering spot. Outside is where this home truly shines—a generous, fenced backyard with a sparkling pool provides plenty of room for weekend gatherings, play, or simply enjoying the Florida sunshine. A utility shed offers convenient additional storage. Located in the highly rated Seminole County school district with easy access to schools, parks, dining, shopping, SunRail, major roads, and I-4. If you’ve been waiting for a Longwood pool home in a great location, this one is worth seeing!

103 Cashew Court, Longwood
$539,900
4 Beds ⋅ 3 Baths ⋅ Wekiva Club Estates Sec 06 SubDv. ⋅ 32779 Zip Code
LOCATION, LOCATION!!!  Welcome to this Beautiful, Meticulously Maintained Split 4-Bedroom, 2-and-a-half-Bathroom, with an upstairs Bonus Loft and walk-out deck, in desirable Wekiva Club Estates!  Situated on one of the largest premium lots in the community, sitting adjacent to the 15th Green on The Wekiva Golf Course.  The mature landscaping and newer paint on the home with side entry garages and parking pad give this home an exceptional WOW appeal! This spacious residence offers the perfect blend of comfort, privacy, and functionality.  Enter the foyer, then turn right into the large Great Room, which features a two-story wooden vaulted ceiling and a stately stone, wood-burning fireplace. Enjoy a warm fire on those cooler evenings.  This room is full of natural light with picture windows and Transom windows at the ceiling.  A spiral staircase leads you to the Bonus Open Loft, which has glass sliders opening onto the upstairs deck with views of the Golf Course.  There are two sets of glass door sliders that open from the Great Room and the Kitchenette into the oversized, covered, screened-in patio.  This room feature doubles your living and entertaining space.  You will love living in this room, watching sunrises, drinking your morning coffee, and in the cooler evening months, savor your private backyard and golf course views.  This property lives like you have no neighbors.  A bay window enhances the Dining Room.  The Kitchen is open with an eat-in dining area, has lots of cabinet and storage space, a big pantry, and a built-in desk.  There are newer (2022) premium stainless steel GE Appliances for the cook of the family.   An oversized pass-through window with sliders opens onto the bar on the patio.  This beautiful window brings the lush outside indoors!  The sought-after split bedroom floorplan is appealing for families and guests.  The Primary Bedroom is oversized with glass door sliders leading to a private patio.  The En-Suite Bathroom has so much natural light with Transom windows over the double sink cabinets and make-up area.  There is an extra-large walk-in closet, and the bathroom boasts a  private Garden Shower.   On the opposite side of the home, there are three generous-sized bedrooms with double closets.  These rooms share the Hall Bathroom with a tub/shower combination.  There is a Powder Half Bathroom in the middle of the home.  The 2-car garage is oversized (552 sq feet) with plenty of space for a workbench.  It also has pull-down stairs leading to attic storage.  This property's 4 Point features have all been updated.  New Hot Water Heater 2026, Newer (2) HVAC, Newer Mechanical EL, Newer re-roof.  Also, New Garage Door Opener 2026, Premium Stainless Steal Appliances 2022, Newer exterior paint.  Wekiva residents can enjoy 145 acres of common areas, seven parks, scenic walking and biking trails, tennis and pickleball courts, baseball fields, and a nearby library.  Choose to golf on the Wekiva Golf Course and swim or canoe at Wekiva Springs State Park!  This property is conveniently located near shopping, dining, hospitals, major highways, and zoned for top-rated Seminole County Schools.  This well-maintained home awaits your viewing.  Let's work together!

190 Canterclub Trail Nw, Longwood
$429,900
4 Beds ⋅ 4 Baths ⋅ Reserve At Lake Wildmere - Ph 1 SubDv. ⋅ 32750 Zip Code
Move-In-Ready Luxury End-Unit Townhome Welcome to 534 Lake Wildmere Cove, a beautifully designed end-unit townhome offering 4 bedrooms, 3.5 bathrooms, approximately 2,316 square feet, and an attached two-car garage in the Reserve at Lake Wildmere community. Built in 2019, the home features a bright, open layout with abundant natural light and generous living and dining spaces. The spacious kitchen is highlighted by quartz countertops, an oversized center island, stainless-steel appliances, ample cabinetry, and plenty of room for entertaining. Upstairs, you’ll find spacious bedrooms, private en-suite bathrooms, a versatile loft and office area, and a private balcony. Additional outdoor living areas include a covered front porch and rear patio. Community amenities include a swimming pool, clubhouse, gated entrance, and access to the community lake dock. Conveniently located near Downtown Longwood, Lake Mary, Sanford, Altamonte Springs, shopping, dining, major roadways, and everything Central Florida! move-in ready Property highlights: End-unit location with only one shared wall 4 bedrooms and 3.5 bathrooms Approximately 2,316 square feet Quartz countertops and oversized kitchen island Stainless-steel appliances Two-car garage Upstairs loft and office space Private balcony and covered patio Gated community Community pool, clubhouse, and lake dock Built in 2019 Move-in ready

534 Lake Wildmere Cove, Longwood
$629,900
3 Beds ⋅ 3 Baths ⋅ Lloyds Terrace SubDv. ⋅ 32779 Zip Code
Fully renovated on nearly half an acre with no HOA and private Lake Brantley access, 2261 Charlotte Drive offers 3 bedrooms, 3 full bathrooms, and 2,202 square feet of living space. Updates include new tile and vinyl plank flooring, a completely remodeled kitchen, three fully renovated bathrooms, and all-new lighting throughout. The kitchen features shaker cabinetry, stainless-steel appliances, quartz countertops, and a matching full-height quartz backsplash. Under-cabinet lighting provides additional task and accent lighting. The home has two separate living areas, including a front living room with double-height ceilings and a large wood-burning fireplace. LED accent lighting along the staircase and living-room ceiling adds a modern finish. All three bedrooms are located upstairs. The Florida room provides flexible additional space for an office, den, game room, playroom, or hobby room. A dedicated laundry closet provides convenience without taking away from the main living areas. The fully fenced backyard offers plenty of room for entertaining and includes mature trees, a garden area, and a large deck with a pergola. Water and electrical connections are already installed at the pergola for a future outdoor kitchen, bar, or entertaining setup. A gated entrance provides additional backyard access and storage space for boats, RVs, trailers, and other recreational equipment. The 24-by-24-foot garage includes a temperature-controlled storage room. There is a Tesla Charger installed in the garage. The water heater was replaced in 2024, while the roof, windows, and air-conditioning system were replaced in November 2017. The AC air handler is located indoors to protect it from the elements and help extend the system’s service life. Private access to the Lake Brantley neighborhood park is available for $39 annually and includes a playground and small-boat launch. The home is approximately five minutes from two grocery stores, Lake Brantley High School, and Forest Lake Elementary, with I-4 about 10 minutes away.

2261 Charlotte Drive, Longwood
$1,750,000
5 Beds ⋅ 5 Baths ⋅ Alaqua Lakes Ph 5 SubDv. ⋅ 32779 Zip Code
Custom estate home on an oversized lot in the 24-hour guard-gated community of Alaqua Lakes, with water and golf course views and beautiful sunsets from the living room. This five-bedroom, four-and-one-half-bath residence features a private office, three-car garage, soaring ceilings, and a thoughtfully designed floor plan with the primary living areas on the main level. The renovated kitchen features quartz countertops, a large center island, custom cabinetry, a Wolf range, Bosch dishwasher, built-in microwave drawer, and opens seamlessly to the family room and breakfast area. Recent updates include designer-painted custom cabinetry with premium hardware, beautifully renovated bathrooms, a modern fireplace surround, solid wood shaker-style interior doors with Emtek hardware, custom baseboards and trim, updated LED recessed lighting throughout, and carefully selected designer light fixtures that create a warm, refined atmosphere. Custom built-in cabinetry in both the living room and family room adds architectural character while providing exceptional style and functionality. Designed for both everyday living and effortless entertaining, the outdoor living space features a heated screened pool, an expansive patio and pool deck, a covered lanai with an outdoor grill, and tranquil water and golf course views. Additional features include a whole-house generator and a private upstairs guest suite. Residents of Alaqua Lakes enjoy a 24-hour guarded entrance, a seven-acre community park, tennis courts, a playground, pavilion, and convenient access to shopping, dining, and major highways.

3450 Foxmeadow Court, Longwood
$400,000
4 Beds ⋅ 3 Baths ⋅ The Spgs Glenwood Village Sec 2 SubDv. ⋅ 32779 Zip Code
Blank Canvas in The Springs waiting for you to bring your vision and ideas to reality! Rarely available, this spacious two story 4-bedroom, 2.5-bathroom townhome offers a blank canvas. You can create your dream space in this Longwood community. This property has tremendous upside and immediate equity. This house has a functional floor plan, great for families. Contact listing agent today to schedule your private tour!

114 Hidden Oak Drive, Longwood
$540,000
4 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 08 SubDv. ⋅ 32779 Zip Code
NEW ROOF TO BE INSTALLED PRIOR TO CLOSING Welcome to this graceful, one-of-a-kind 4 Bed, 2.5 Bath with Den split-level executive home, perfectly positioned on a picturesque cul-de-sac lot spanning nearly 3/4 of an acre in a highly sought-after golf course community. Surrounded by mature trees and lush landscaping, this contemporary residence offers exceptional privacy, generous living spaces, and timeless architectural character. Fresh exterior paint and a charming wood walkway create a warm and inviting first impression. Inside, abundant natural light fills the home through expansive windows, highlighting the neutral décor and thoughtfully designed floor plan. New AC, Fresh exterior paint, The beautifully updated chef's kitchen is the heart of the home, featuring stainless steel appliances, a massive center island, breakfast bar, and seamless flow into the main living areas—perfect for everyday living and effortless entertaining. The unique split-level design offers multiple spacious gathering areas, including formal living and dining rooms, a cozy family room with a wood-burning fireplace, and attractive laminate flooring, large tile throughout the main living spaces. The versatile lower-level bonus room provides endless possibilities as a home office, media room, game room, or optional fifth bedroom. A convenient guest half bath and inside utility room, complete with washer and dryer, add to the home's functionality. Upstairs, all primary bedrooms are thoughtfully situated for added privacy. The bathrooms with modern finishes and style, while the spacious primary suite features a private balcony overlooking the peaceful, fully fenced backyard—an ideal place to enjoy your morning coffee or unwind at the end of the day. Outdoor living is equally impressive with a covered, screened porch and an expansive backyard oasis offering ample room for recreation, gardening, a future pool, or additional outdoor amenities. The property also includes dedicated space for RV or boat parking, with plenty of room for entertaining family and friends. With a new roof being installed prior to closing, a prime location in a golf course community, and a rare combination of privacy, space, and versatility, this exceptional property offers a lifestyle that's truly hard to find. Set up your showing today!!

1215 Duncan Court, Longwood
$1,299,000
4 Beds ⋅ 4 Baths ⋅ Sandy Lane Reserve Ph 2 SubDv. ⋅ 32779 Zip Code
Nestled on a quiet cul-de-sac within the exclusive enclave of Sandy Lane Reserve, a private community of just 24 custom-built estate homes, this exceptional Signature Homes residence offers timeless architecture, refined finishes, and an ideal floor plan designed for both everyday living and effortless entertaining. Boasting 4 bedrooms, 3.5 bathrooms, a private office, bonus room, and 3,757 square feet of thoughtfully designed living space, this custom home combines elegance with modern comfort. A grand foyer welcomes you with soaring ceilings, abundant natural light, and easy-to-maintain wood-look tile flooring that flows throughout the main living areas. The beautifully updated gourmet kitchen is truly the heart of the home, featuring custom cabinetry, quartz countertops, a decorative tile backsplash, top-of-the-line GE Monogram stainless steel appliances, a built-in desk area, dry bar, a large center island with seating, a built-in wine refrigerator, and a spacious dinette overlooking the living spaces. Tongue-and-groove ceilings throughout the main living areas and covered lanai add warmth, character, and architectural charm. The thoughtfully designed floor plan offers a luxurious first-floor primary suite with brand-new carpeting, a spa-inspired bath with a soaking tub, separate shower, and spacious walk-in closets. A first-floor guest suite with its own ensuite bath and new carpeting provides ideal accommodations for visitors or multigenerational living. Upstairs, two additional bedrooms, each with walk-in closets, share access to a full bath and a generously sized bonus room, offering flexible space for a media room, playroom, or home gym. Step outside to your private Florida retreat, where a screened lanai overlooks the heated resort-style pool and spa, creating the perfect setting for year-round outdoor living and entertaining. Mature landscaping and the home's cul-de-sac location provide exceptional privacy and a peaceful setting. Located in one of Longwood's most desirable custom home communities, residents enjoy convenient access to top-rated Seminole County schools, Wekiva Springs, premier shopping, dining, golf, and major roadways. This is a rare opportunity to own a beautifully crafted custom home that seamlessly blends luxury, comfort, and an exceptional location.

3318 Sunset View Court, Longwood
Start Your Search