Casselberry Homes with Courtyard Exterior Features

Casselberry Homes with Courtyard Exterior Features

Welcome to Casselberry, Florida, a charming city nestled in the heart of Seminole County. Known for its lush landscapes, friendly community, and vibrant culture, Casselberry is more than just a place to live—it's a place to thrive. With its convenient proximity to Orlando, residents enjoy easy access to world-class entertainment, dining, and shopping, while still savoring the tranquility of suburban life.

One of the most alluring features of homes in Casselberry is their stunning courtyard exterior designs. These homes offer a unique blend of privacy and outdoor living, creating an inviting space for relaxation and entertainment. Imagine stepping through your front door into a beautifully landscaped courtyard, where you can enjoy morning coffee under the sun or host evening gatherings with friends and family. The courtyard serves as a personal oasis, enhancing the charm and functionality of your home.

In addition to their aesthetic appeal, homes with courtyard features in Casselberry are designed for comfort and convenience. Many of these residences boast open floor plans that seamlessly integrate indoor and outdoor spaces, making them perfect for both quiet nights in and lively social occasions. With a variety of styles and sizes available, there’s a courtyard home to suit every lifestyle.

Whether you’re a first-time homebuyer or looking to upgrade, Casselberry's courtyard homes offer the perfect blend of style, comfort, and community. Explore the possibilities today and discover why so many choose to call this delightful city home!

Newest Casselberry Homes with Courtyard Exterior Features

$345,000
3 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 05 Twnhs SubDv. ⋅ 32730 Zip Code
Located in the quiet community of Lake of the Woods, convenient to shopping and major highways. The "Birch" is a one story corner unit featuring three Bedrooms, two Baths, eat-in-kitchen, large courtyard and two car garage. Many recent renovations and upgrades including new roof HVAC, HWH, re-piping, and others. Amenities include a lakefront pool, fishing pier, basketball and tennis courts, playground and picnic area, fitness center, sauna and clubhouse.

635 Woodridge Dr, Fern Park
$330,000
4 Beds ⋅ 2 Baths ⋅ Laurelwood SubDv. ⋅ 32730 Zip Code
Welcome to 2510 Driftwood Drive, Fern Park, FL! Nestled on a spacious corner lot, this charming single-family home offers the perfect blend of comfort, convenience, and location. Whether you're a first-time homebuyer, growing family, or investor, you'll appreciate everything about this property! Ideally situated just minutes from a variety of shopping, dining, and everyday conveniences, you'll enjoy easy access to local favorites while still being tucked away in an established neighborhood. Outdoor enthusiasts will love the nearby lakes, parks, and recreational opportunities that make Central Florida living so desirable. Families will appreciate the home's location within highly regarded Seminole County schools, known for their strong academic reputation. With its desirable corner-lot setting, convenient location, and access to excellent schools, parks, and local amenities, 2510 Driftwood Drive is a wonderful opportunity to call home. Schedule your private showing with Thomas today and discover all that this Fern Park gem has for you!

2510 Driftwood Drive, Fern Park
$309,900
3 Beds ⋅ 3 Baths ⋅ Lake Of The Woods Sec 09 Twnhs SubDv. ⋅ 32730 Zip Code
Welcome to 805 Westwind Lane, a spacious 3-bedroom, 3-bathroom townhome located in the desirable Lake of the Woods community of Fern Park. Each bedroom features its own private bathroom, including a convenient first-floor bedroom that may serve as a primary suite, guest retreat, or flexible home office. A private entrance and inviting courtyard create a warm welcome, while the eat-in kitchen offers generous counter space and plenty of room for casual dining. Sliding glass doors throughout the first level fill the living spaces with natural light and provide easy access to the outdoor areas. Upstairs, a distinctive landing with high-set windows offers an elevated view of the surrounding scenery and leads to two additional spacious bedrooms, each with its own en suite bathroom. The home also features an enclosed screened porch, an attached two-car garage, a newer A/C system installed in 2022, and a new roof completed in 2025. Residents enjoy access to an expansive community pool and clubhouse with a fitness room, sauna, billiards room, and grand ballroom. The home may also be purchased furnished, offering added convenience for a seasonal residence or move-in-ready lifestyle. Conveniently located near shopping, dining, entertainment, sports venues, and Central Florida’s renowned attractions. Schedule your private tour today and discover everything this exceptional townhome and community.

805 Westwind Lane, Fern Park
$256,000
2 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 05 Twnhs SubDv. ⋅ 32730 Zip Code
Discover the lifestyle and convenience of Lake of the Woods in this inviting 2-bedroom, 2-bath home tucked away on a quiet dead-end street. The open living and dining area features a cathedral ceiling and flows seamlessly to a screened porch, creating a comfortable space to relax or entertain. Both bedrooms offer generous walk-in closets, and one includes a built-in wall unit with abundant shelving and cabinetry—ideal for storage, a home office, or hobby space. A private paved courtyard adds charm and curb appeal, while the 1-car garage provides everyday convenience. Buyers will also appreciate that the special assessment for the new roof installed in 2025 will be paid in full at closing. Lake of the Woods offers resort-style amenities, including an Olympic-size lakefront pool, kiddie pool, tennis courts, basketball court, playground, fishing dock, fitness center, library, game room, and a large, recently renovated clubhouse with a full kitchen available for residents to rent. Ideally located between Maitland, Altamonte Springs, and Casselberry, this home provides easy access to the Sun Rail station, I-4, SR 414, and SR 436, with convenience stores within walking distance and a variety of restaurants and shopping centers nearby.

602 Woodridge Drive, Casselberry
$373,000
3 Beds ⋅ 3 Baths ⋅ Legacy Place SubDv. ⋅ 32707 Zip Code
WHY WAIT TO BUILD when you can have your very own (almost) brand new energy-efficient home ready to move in! This townhouse features 42 Inch Upper Cabinets with Crown Molding. 15x15 Extended Ceramic Tile Flooring. Granite Countertops. Stainless Steel Kitchen Appliances. The kitchen overlooks the spacious great room making entertaining guests a breeze. Enjoy your morning cup of coffee on your front porch or covered lanai. The closet downstairs and walk-in closets in each bedroom provide plenty of storage for everyone. Legacy Place is in the desirable Casselberry submarket only a few miles from SR-417 and I-4 providing easy access to major employment centers. This charming community is a short drive to Oviedo and Winter Park shopping, dining, and entertainment including the Oviedo Mall, Park Avenue and Winter Park Village. Community amenities include a yoga lawn, dog park, putting green, grilling area, and tot lot. The energy-efficient features provide you live a healthier and quieter lifestyle while saving money on utility bills. Home comes with a Level 2 electric car charger. Buyers are motivated to sell!

964 Legacy Winds Way, Casselberry
$329,000
3 Beds ⋅ 3 Baths ⋅ Lake Of The Woods Sec 08 Twnhs SubDv. ⋅ 32730 Zip Code
3-bedroom, 2.5-bath home centrally located between Winter Park, Altamonte Springs, and Casselberry. Features a private courtyard entry and an attached 2-car garage with direct access to the kitchen. Open layout with good natural light. Split bedroom floor plan with an oversized primary suite. Screened patio provides additional outdoor space. Community amenities include pool, fitness center, tennis courts, and more

459 Meadowood Boulevard, Fern Park
$294,900
2 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 10 Twnhs SubDv. ⋅ 32730 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bath townhome located in the highly sought after community of Lake of The Woods. This home offers comfortable living with modern upgrades throughout. Step inside to find new luxury vinyl flooring, a tastefully updated kitchen featuring refreshed finishes and ample cabinet space. The open and functional floor plan with cathedral ceilings provides a welcoming atmosphere perfect for everyday living or entertaining guests. Enjoy coffee on the screened in patio, or open the French doors to expand your living space on the cool evenings. One of the biggest benefits for the new owner is a brand-new roof, providing added value and peace of mind. Conveniently located near shopping, dining, parks, major roadways/highways, and everything Central Florida has to offer. This move-in-ready home is an excellent opportunity for first-time buyers, downsizers, or investors. The community offers a lakefront pool, fitness center, sauna, clubhouse/recreation center, fishing pier, tennis courts, playground and picnic area, and a basketball court. Don’t miss your chance to own this updated gem in a community with so many amenities.

1016 Sherrywood Street, Casselberry
$174,999
2 Beds ⋅ 2 Baths ⋅ Lake Howell Arms Condo SubDv. ⋅ 32707 Zip Code
Virtually Staged. SELLER MOTIVATED! Live the lake life for under $180,000! Rare opportunity to own an updated 2-bedroom, 1.5-bath condo in the desirable Lake Howell Arms community with access to beautiful Lake Howell and resort-style amenities. Enjoy a private courtyard that's perfect for relaxing, entertaining, or outdoor dining, along with a spacious two-story floor plan featuring updated flooring, stone countertops, renovated bathrooms, an in-unit washer and dryer, and abundant storage throughout. Lake Howell Arms offers a unique waterfront lifestyle with amenities including a community pool, clubhouse, private boat ramp, dock access, and recreation areas. Whether you enjoy boating, fishing, paddleboarding, kayaking, or simply relaxing by the water, this community provides an affordable way to enjoy it all. Conveniently located near SR-436, shopping, dining, Winter Park, and major commuter routes, this move-in-ready home offers the perfect combination of comfort, convenience, and an exceptional lake lifestyle. The condo fee includes the community pool, exterior maintenance, and grounds maintenance. Schedule your private showing today!

120 Georgetown Drive Unit 120, Casselberry
$129,999
1 Beds ⋅ 1 Baths ⋅ Lake Kathryn Village SubDv. ⋅ 32707 Zip Code
MOTIVATED SELLER / PRICE REDUCED... BELOW MARKET VALUE AND MOVE IN READY. THIS NEWLY UPDATED 1 BEDROOM 1 BATH IN CASSELBERRY IS A SINGLE STORY BUILDING, NO NEIGHBORS ABOVE. NEWER A/C. ROOF WAS PUT ON 2022. HOME IS IN LAKE KATHRYN VILLAGE CONDOS ON LAKE KATHRYN. ALL NEW WINDOWS AND DOORS. LAKE ACCESS WITH A PRIVATE DOCK AND BOAT LAUNCH. HOA IS 370.00 A MONTH INCLUDES WATER/SEWER, GARBAGE AND WASHER & DRYER. LAUNDRY IS ONLY SHARED BY 4 UNITS RIGHT OUTSIDE YOUR BACK DOOR. PARKING IN FRONT OF UNIT. COMMON RECREATIONAL AREA FOR PARTIES AND GRILLING. BUYER MUST BE APPROVED BY THE HOA. GREAT FOR HOMEOWNERSHIP OR INVESTMENT AS LEASING IS ALLOWED. DON'T LET THIS OPPORTUNITY SLIP AWAY.

432 E Street Unit 432, Casselberry
$185,000
2 Beds ⋅ 3 Baths ⋅ Lake Howell Arms Condo SubDv. ⋅ 32707 Zip Code
2% to the buyer towards closing costs and prepaid with an accepted offer! Roomy 2-bed 2.5-bath townhouse/Condo in a Lakefront Condo Community. Lake Howell Arms Condos are located on the west shore of a 400-acre private fish & Ski Lake Howell in southern Seminole County on the border of Winter Park. Fenced-in stone patio. Large bedrooms. Updated Master bath features a walk-in shower and a balcony, with ample closet space. Good-sized guest bedroom with an updated guest bath featuring a tub/shower. Energy-efficient windows. HE Washer/Dryer. Plus, as a big bonus, this property includes a coveted Carport. There are 276 Units and only 60 Carports. New 12/2025 complete A/C system. New breaker panel 6/2025. New water heater Expansion Tank 6/2025. Updated new light fixtures in the kitchen, half bath, and closet hallway in the master bedroom. 7/2025. Huge lakefront Community pool. Private Boat ramp. Boat trailer parking is available on the property at no charge. This is a great starter or investment property. Water, sewer, and Trash are included in the maintenance fee. New roofs 2021. Replumbed in 2018.

116 Georgetown Drive, Casselberry
$169,900
2 Beds ⋅ 2 Baths ⋅ Oxford Square Condo SubDv. ⋅ 32707 Zip Code
PRICE REDUCTION TO SALE! Owner Motivated! Step into this beautifully renovated first-floor, two-bedroom condo, ready for immediate move-in! Designed with style and comfort in mind, the home features trendy pallet board accent walls and fresh, modern paint throughout. Association installed NEW ROOF late 2025, NEW A/C System 11/25. NEW SCREEN Room installed 2025. The updated kitchen shines with solid wood cabinetry, granite countertops, and a sleek glass tile backsplash, all complemented by a full suite of stainless steel appliances. A convenient inside utility room includes a washer and dryer for added ease.This allergy-friendly home boasts durable 20” x 20” porcelain tile throughout most living areas, with attractive wood-look porcelain tile in both bathrooms. The split floor plan offers privacy, while both bathrooms have been tastefully upgraded with new fixtures, tiled tub surrounds with glass inlay accents, and modern vanities topped with granite. Additional upgrades include stylish lighting, ceiling fans with integrated lights, six-panel interior doors with brushed nickel hardware, and even a new solid wood front door. Energy-efficient “Low-E Energy Shield Max” double-pane windows in both bedrooms help reduce heat and humidity. Located in the heart of Casselberry, this community offers fantastic amenities just a short walk away, including two swimming pools, tennis courts, a fitness center, and a clubhouse perfect for entertaining. Enjoy nearby jogging trails, ample parking, and convenient access to shopping, dining, major highways, and top-rated Seminole County schools. Move-in ready, beautifully updated, and affordably priced—this is a must-see!

646 Kenwick Circle Unit 103, Casselberry
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