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$250,000
2 Beds ⋅ 1 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code
Discover this beautifully updated townhouse in the heart of Winter Park. Featuring 2 bedrooms and 1 full bath, this home blends modern updates with everyday convenience. A new roof (2019) and brand-new double sliding doors with built-in blinds provide peace of mind and style. The spacious fenced backyard with patio is designed for relaxing, entertaining, or simply enjoying the outdoors. Inside, the living area showcases laminate flooring, while the kitchen offers stainless steel appliances, a custom tile backsplash, open shelving, and a new faucet. Both bedrooms feature newer laminate floors and ample closet storage. The renovated bath includes custom tilework, an updated vanity, and upgraded lighting. A stacked washer and dryer are tucked neatly inside for added convenience. Additional highlights include a double-wide parking pad and front-entry mailbox. The community offers a variety of amenities for residents, including two pools, tennis courts, a playground, shuffleboard, covered lanai, and picnic area—all for a low monthly fee of $76. Located minutes from shopping and dining at Casselberry Commons, 10 minutes to Winter Park’s Park Avenue, and approximately 20 minutes to Orlando International Airport, this home offers both comfort and convenience. Move-in ready and waiting for its next chapter—schedule your showing today.

2399 Antilles Drive, Winter Park
$130,000
1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this inviting first-floor 1 bedroom, 1 bathroom condo with a private patio overlooking the sparkling community pool. Step inside to find a bright and open living space with easy access to outdoor relaxation—perfect for morning coffee or evening unwinding. The unbeatable location puts you in the center of it all—just minutes from Rollins College, UCF, and Full Sail University, with convenient access to shopping, dining, and movie theaters. Whether you’re a first-time homebuyer, student, investor, or looking to downsize, this condo offers both comfort and value in one of Central Florida’s most desirable areas. Community amenities include a pool, well-maintained grounds, and plenty of parking. With its prime Winter Park location and low-maintenance lifestyle, this home is a fantastic opportunity you don’t want to miss!

200 Saint Andrews Boulevard Unit 101, Winter Park
$470,000
5 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 15 SubDv. ⋅ 32792 Zip Code
The pool home you’ve been waiting for is here! Welcome to this beautifully renovated 5-bedroom, 3-bathroom home offering 1,546 SF of living space, abundant natural light in every room, a spacious screened porch, a private pool, and a Mother-in-law Suite with its own private entrance—perfect for guests, multi-generational living, or rental income. The primary suite features a connected den, ideal for an office or nursery, and the spacious bedrooms provide plenty of flexibility. Upgrades include a remodeled kitchen (2024), remodeled bathrooms (2024), new floors (2024), re-plumbing (2024), new dishwasher (2025), updated electrical, and an A/C is 2010 and Water Heater replaced in 2020. Step outside to your private pool and expansive yard, complete with a new fence (2024), a new shed, and a pool pump replaced in 2023—creating the ultimate Florida retreat. Move-in ready and thoughtfully updated, this home seamlessly blends modern living, flexible indoor spaces, and resort-style outdoor amenities. Ideally located in the heart of Winter Park, with effortless access to shops, restaurants, top-rated schools, and major highways, and conveniently reachable from both Aloma Avenue and Howell Branch Road, this exceptional property won’t last long—schedule your private showing today and see it for yourself!

3319 Ellwood Court, Winter Park
$387,000
3 Beds ⋅ 3 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome home to 5422 Albert Drive this beautifully remodeled 3-bedroom, 2-bathroom home is located in the heart of Winter Park. Situated on a generous 0.21-acre lot with no HOA, this home offers the perfect blend of modern upgrades and everyday comfort in a highly sought-after location. Inside, you'll find brand-new wood-look tile flooring throughout—no carpet—offering both durability and style. The fully remodeled kitchen is a standout feature, showcasing a brand-new stainless steel appliance package, sleek finishes, and a functional layout that’s ideal for both entertaining and daily living. Both the primary and secondary bathrooms have been completely renovated with high-end touches, creating spa-like spaces you’ll love coming home to. Freshly painted inside and out, the home also features new lighting and ceiling fans throughout, giving each room a bright and inviting feel. Major updates include a new roof and new AC system installed in 2023, new windows for enhanced energy efficiency, and a new hot water heater added in 2025. The home has also been fully repiped and received a complete electrical update, providing peace of mind for years to come.This is a truly turnkey property offering move-in-ready convenience in a prime Winter Park location close to top-rated schools, shopping, dining, and parks. With no HOA, you’ll enjoy extra freedom and flexibility to make this home your own. Don’t miss the chance to own this stunning, like-new home in one of Central Florida’s most desirable communities. Schedule your private showing today!

5422 Albert Drive, Winter Park
$260,000
3 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code
Spacious End-Unit Condo in Prime Winter Park Location – Quiet Dead-End Street! Welcome to this well-maintained 3-bedroom, 2-bath end-unit condo offering 1,311 sq ft of comfortable living space in the heart of Winter Park. Situated on a quiet dead-end street, this desirable end unit provides extra privacy, added natural light, and a peaceful setting within a beautifully kept community. Step inside to an inviting open floor plan featuring a cozy family room with a wood-burning fireplace, perfect for relaxing evenings or entertaining guests. The space flows into a bright dining area and a well-maintained kitchen, while a private screened-in back porch extends your living area outdoors. The spacious primary suite includes an en-suite bath, and the two additional bedrooms offer flexibility for guests, family, or a home office. Enjoy a variety of community amenities including a sparkling pool, dog run, and two tennis courts, all within a quiet, friendly neighborhood setting. Located just minutes from Downtown Orlando, MCO Airport, Full Sail University, and Rollins College, this condo offers convenience, comfort, and great value in one of Central Florida’s most sought-after areas. Don’t miss your chance to see this charming home—schedule your private tour today!

2489 Tahoe Circle, Winter Park
$569,990
4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code
Welcome to your dream home in the heart of Winter Park! Nestled in a quiet and sought-after neighborhood, this beautifully maintained 4-bedroom, 2-bathroom pool home offers 1,889 square feet of comfortable living space and the perfect blend of privacy and convenience. Backing directly to the prestigious Interlachen Golf Course, you'll enjoy peaceful views with no rear neighbors — a rare find in such a prime location. Step inside to discover spacious living areas, an updated kitchen, and plenty of natural light throughout. The 2-car garage provides ample storage, while the home's layout offers both functionality and flow, making it ideal for everyday living and entertaining. Each of the four bedrooms is generously sized, and the two bathrooms are tastefully appointed, offering both style and comfort. Outside, the backyard is a true oasis. Lush, mature landscaping surrounds the sparkling pool, creating a serene and private retreat perfect for relaxing or hosting gatherings. Whether you're enjoying a morning coffee poolside or an evening under the stars, this outdoor space is a showstopper. All of this is just minutes from charming Park Avenue and vibrant downtown Winter Park, with shopping, dining, and entertainment right at your fingertips. Don’t miss this rare opportunity to own a slice of paradise in one of Central Florida’s most desirable communities! ROOF - 2020 AC - 2025

1561 Nottingham Drive, Winter Park
$395,000
3 Beds ⋅ 2 Baths ⋅ Georgetown Estates Ut 1 SubDv. ⋅ 32792 Zip Code
PRICE IMPROVEMENT, PRICED TO MOVE QUICK!! NEW AC 2019, NEW ROOF 2016, NEW SOLAR PANELS 2019!! 3.2% Assumable VA Eligable! This beautifully renovated 3-bedroom, 2-bathroom home combines modern upgrades, energy efficiency, and an unbeatable location. Step inside to a completely remodeled kitchen featuring dark hardwood cabinets, granite countertops, and stainless steel appliances. The open-concept design seamlessly connects the kitchen, dining, and living areas, creating the perfect space for entertaining. A large sliding glass door floods the home with natural light and opens to your private patio and sparkling pool deck. Throughout the main living areas, you’ll find stylish wood-look tile, with laminate flooring in the bedrooms for comfort. The fully fenced backyard is enhanced with mature landscaping, offering both privacy and charm. This home is packed with smart upgrades: Natural gas-powered A/C and water heater, with option to convert the range to gas. Upgraded windows, doors, and added insulation for efficiency. A full solar system under warranty, eliminating electricity bills! Home warranty included for added peace of mind on all major appliances. Located in the highly sought-after Winter Park High School zone, this property offers not only a beautifully upgraded home, but also the lifestyle and convenience of one of the best communities in Central Florida. Don’t miss this opportunity—move-in ready, energy-efficient, and ideally located!

3214 Lowndes Drive, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code
Wait no more! Don’t miss this charming and hard to find 3 bed/ 2 bath PLUS bonus room in Brookshire Heights! Large treed lot walking distance to Brookshire Elementary, Showalter Field, Cady Way Pool and Park and the Advent Health Winter Park Complex. Ready for your personal touches, this well loved home has large living room and dining area, terrazzo floors, vintage cabinetry, great closets and storage, newer windows and roof! Patio and large shed in rear yard. Inside utility room, washer/dryer, single car garage with workshop. Seller will provide $5000 decor credit with an acceptable offer!

2485 Middleton Avenue, Winter Park
$515,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated and meticulously maintained home, nestled on a spacious corner lot in the highly sought-after Winter Park neighborhood—where the mailman still delivers right to your front door. Combining classic charm with modern upgrades, this three-bedroom, two-bathroom home offers the perfect balance of style, comfort, and functionality. Step inside to a bright and open layout featuring a formal living and dining area with gorgeous hardwood flooring, updated light fixtures, and ceiling fans throughout. An additional family room, bathed in natural light, creates a welcoming space to relax or entertain guests. The heart of the home is the stunning kitchen, completely remodeled in 2019. Designed with both beauty and function in mind, it features KraftMaid white shaker-style maple cabinetry, sleek quartz countertops, stainless steel appliances, under-cabinet lighting, a pantry with pull-out shelves, recessed lighting, and a breakfast bar with seating for four. Adjacent to the kitchen, the large utility/laundry room includes a washer and dryer and offers generous built-in cabinetry to meet all your storage needs. The spacious primary suite easily accommodates a king-size bed and offers privacy and comfort. Its luxurious ensuite bath, renovated in 2023, includes designer-grade white and gray tile, a frameless glass shower with dual shower heads, quartz countertops and backsplash, and a skylight that brings in soft natural light. Two additional bedrooms are thoughtfully separated from the primary suite and share an updated hall bath, remodeled in 2019 with a modern white vanity, quartz countertops, and contemporary finishes. Outdoors, enjoy a beautifully landscaped and spacious corner lot filled with mature greenery—including your own orange tree. The side-entry driveway leads to a two-car garage and features built-in cabinetry, an automatic garage door opener, and a Tesla charging station(installed in 2023), all adding to the home’s practical appeal. Located just 10 minutes from Park Avenue’s shops and restaurants and only 25 minutes from Orlando International Airport, this home is close to UCF, Full Sail University, Rollins College, AdventHealth facilities, and the Crosby Wellness Center/ Center for Health and Wellbeing. You'll also enjoy easy access to Winter Park Pines Golf Course and can walk to Cady Way Park, pool, trails, tennis courts, and pickleball courts. Zoned for top A-rated Winter Park schools—Aloma Elementary, Glenridge Middle, and Winter Park High—this home offers the ideal blend of convenience, community, and lifestyle in one of Central Florida’s most desirable areas. ROOF - 2013, HVAC - 2023, ELECTRICAL - 2023, WATER HEATER - 2025

101 S Ranger Boulevard, Winter Park
$401,000
Lakemont Heights SubDv. ⋅ 32792 Zip Code
Build your dream home in the heart of Winter Park! Located on the highly desirable Palmer Avenue, this premium lot offers a rare opportunity to create a custom residence just minutes from Park Avenue, Rollins College, top-rated schools, and the Winter Park Chain of Lakes. Situated among multi-million-dollar homes, this property is ideal for discerning buyers or builders seeking a great address and walkable lifestyle. Enjoy the charm of tree-lined streets, nearby boutiques, fine dining, and the cultural richness that makes Winter Park one of Central Florida’s most sought-after communities. Please note: The existing structure holds no contributory value and access to the interior is not permitted. This sale is strictly for the value of the land and location.

1809 Palmer Avenue, Winter Park
$725,000
5 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code
NEW PRICE – $759,900 Welcome to elevated living in one of Winter Park’s most desirable gated communities. Now offered at $759,900, this 2019-built beauty delivers luxury, privacy, and lifestyle all in one. Perfectly positioned on a premium preserve lot, this home offers rare backyard privacy with no rear neighbors — just peaceful views from your private screened-in pool, ideal for morning coffee or sunset swims. Inside, you’ll find a light-filled, open-concept layout designed for modern living. The spacious kitchen flows seamlessly into the main living area, creating the perfect space for entertaining or everyday comfort. Generous bedrooms, thoughtful upgrades, and contemporary finishes throughout make this home truly move-in ready. Located in a gated community with resort-style amenities including a pool, clubhouse, fitness center, playgrounds, parks, and a scenic dock overlooking Lake Howell — this is more than a home, it’s a lifestyle. With a new improved price of $759,900, this is your opportunity to secure a pool home on a premium lot in Winter Park at exceptional value. Schedule your private showing today — homes with this combination of privacy, pool, and location do not last.

2215 Marsh Sedge Lane, Winter Park
$150,000
1 Beds ⋅ 1 Baths ⋅ Parkview Village Condo SubDv. ⋅ 32792 Zip Code
Welcome to this bright and cozy 1-bedroom, 1-bathroom corner unit located in the highly desirable Winter Park area of Orlando. This well-maintained condo features ceramic tile flooring throughout, a spacious walk-in closet in the master bedroom, a laundry closet with washer and dryer included, and modern light fixtures. Enjoy the outdoors on your very nice private balcony, and take advantage of private stairs from the outside entrance—a rare and convenient feature. Located in a beautifully kept community with easy access to shops, restaurants, and all of Winter Park's charm. Ideal as a first home, seasonal getaway, or investment opportunity!

2948 Antique Oaks Circle Unit 94, Winter Park
$447,500
4 Beds ⋅ 2 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Lower Your Monthly Payment in Winter Park - Orlando! Discover this spacious 2,200 sf, 4-bedroom, 2-bath, 2-car garage, pool home in Casa Aloma—one of Winter Park’s most walkable, established neighborhoods—now available with special financing options to help you secure a lower interest rate. This expanded floor plan offers plenty of flexibility for work, play, and entertaining. Step outside to your own backyard retreat featuring a sparkling pool, screened patio, and tropical palm landscaping. Open-concept layout, cozy fireplace, and oversized lot make this home move-in ready. Located in a quiet, friendly community with optional $20 HOA, Flood Zone X (no flood insurance required), and easy access to the Universal-Disney phenomena, museums, science centers, botanical gardens, top-rated Seminole County schools, shopping, dining, and major highways—you can settle in with confidence. Here is the opportunity for a reduced rate. Schedule today and discover how you can secure comfort, space, and greater affordability in Winter Park!

1339 Monte Lane, Winter Park
$459,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
Now's your chance! Experience living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home offers 1,964 sq ft of thoughtfully designed living space with a 2-car garage. As you enter, natural light floods the spacious living room, highlighting the modern finishes and open layout. The gourmet kitchen is a chef’s dream—equipped with top-of-the-line stainless steel appliances, stone countertops, custom backsplash, and a generously sized center island perfect for casual dining or entertaining. A separate dining area and stylish half bath complete the main floor. Step outside to your covered patio overlooking a beautifully maintained yard and wooded area, ideal for relaxing or weekend barbecues. Upstairs, you’ll find the luxurious primary suite featuring tray ceilings, a spacious walk-in closet, and a well-appointed en suite bathroom for your comfort and privacy. Also upstairs you’ll find two large guest bedrooms, a full bath, a convenient laundry room, and a linen closet. Residents of Hawks Crest enjoy resort-style amenities, including a community pool, clubhouse with outdoor grills, and a playground—all in a prime location. This home is move-in ready. Don’t miss the opportunity to own in one of the area’s most desirable communities. Schedule your private showing today!

1435 Broad Wing Lane, Winter Park
$896,628
4 Beds ⋅ 4 Baths ⋅ Tucks Knoll SubDv. ⋅ 32792 Zip Code
Welcome to Tucks Knoll in Winter Park! Nestled on over FOUR ACRES at the end of a private cul-de-sac, this exceptional 4-bedroom, 4-bathroom residence offers more than 3,300 square feet of luxurious living space and a lifestyle that feels like your own private retreat. Backing up to a lush CONSERVATION area with the peaceful flow of Howell Creek, the property is surrounded by mature trees, vibrant landscaping, and natural beauty at every turn. The thoughtfully designed three-way split floor plan seamlessly balances entertaining with private comfort. Sun-filled formal living and dining rooms set a graceful tone, while the expansive great room with hardwood floors opens to the gourmet eat-in kitchen, complete with granite countertops, stainless steel appliances, a gas cooktop, tile backsplash, and a large pantry. A dedicated office with a bay window provides a quiet space to work, while the elegant primary suite impresses with cathedral ceilings, and a spa-inspired bath featuring dual vanities, a garden tub, and a spacious tile shower. Grand sliding pocket doors off of the family room lead to an expansive wood deck, the perfect setting to enjoy serene mornings and peaceful evenings surrounded by nature. Upstairs is a dedicated state of the art THEATER ROOM with comfy leather seats and surround sound elevating family fun, There is even a FULL BATH. The main level additional bedrooms include a Jack-and-Jill setup and a private suite with a walk-in closet. The backyard is a true showpiece—meticulously landscaped and thoughtfully planned. FRUIT TREES including ORANGE and FIG provide seasonal delights, while a beautifully maintained tiered garden bed produces sweet peppers, chives, and strawberries. Raised beds add even more bounty, offering eggplant and sweet potatoes. A large, level green space and a nicely CLEARED PATH to the creek invite both relaxation and exploration, creating an outdoor paradise that feels worlds away yet remains minutes from top-rated schools, shopping, and dining. This is more than a home—it’s a one-of-a-kind sanctuary blending privacy, nature, and convenience. Don’t miss the opportunity to make it yours. Schedule your tour today!

3870 Tucks Point, Winter Park
$550,000
4 Beds ⋅ 3 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code
Located in the gated community of Enclave at Aloma, this immaculate 4-bedroom / 2.5-bath home impresses with a functional, 3-way split bedroom floorplan, screened rear lanai, and an additional sitting area/flex space off the Primary bedroom with (2) additional built-in closets that truly sets this home apart. Meticulously maintained, this fabulous home features tons of post-build upgrades and improvements, including a fully landscaped property with a private, fenced backyard, engineered hardwood flooring, plantation shutters, upgraded light fixtures and ceiling fans, and bright, neutral interior paint for a fresh and airy feel throughout. Enter to a cozy foyer that welcomes you with gorgeous, rich engineered hardwood floors, leading past a convenient powder bath and into the large living space at the rear of the home where a spacious kitchen/living/dining combo makes entertaining a breeze. The open kitchen features granite countertops and stainless steel appliances, with a newer (2023) GE refrigerator and upgraded Bosch dishwasher, plus a walk-in pantry, and an island with a breakfast bar for added seating & prep space. Large windows with timeless plantation shutters line the rear wall, framing views of the Magnolia trees and lush backyard, while French doors off the dining area offer easy access to the screened rear lanai for outdoor lounging. The large Primary Suite extends to include an extra sitting room, with access to the screened lanai and (2) additional built-in closets that make it perfect for a quiet office space or dressing area. The en-suite Primary bathroom offers a modern stone countertop with dual sinks, plus a private water closet, linen closet, and a large walk-in closet. Just left of the front foyer sits 2 secondary bedrooms and a full hall bath, and to the right you’ll find the 4th bedroom, great for guests or a private office, and a laundry room with an upgraded front-loading washer and dryer, built-in upper cabinets, and a pull-out drying rack. The 2-car garage with a handy utility sink is accessible off the foyer. Experience the perfect blend of privacy and convenience in this gated community, just minutes from 417 & 436, and around the corner from Target, Costco, and numerous shops and restaurants. Ask for a floorplan and list of improvements!

7864 Pleasant Pine Circle, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 1 SubDv. ⋅ 32792 Zip Code
Newly renovated 3 Bedroom 2 Bath in a well establish community of Cedar Ridge. Conveniently located in Winter Park Seminole County. Pool home. The office can easily turn into a 4th bedroom if needed. New tile floors throughout. Open, airy and bright. Updated kitchen with quartz countertop. New stainless steel appliances. New roof 2024, new water heater 2024, whole house plumbing re-piped 2025, electrical panels will be replace prior to closing, and most of the windows are newly replaced/repaired. Spacious Master Bedroom. Oversized 2 car garage attached. No Homeowners Association. Short drive to Park Avenue, Rollins College, UCF and 436.

1932 Houndslake Drive, Winter Park
$450,000
4 Beds ⋅ 3 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
4 Bedrooms | 2.5 Baths | New Roof | Winter Park’s Country Lane Welcome to this well-cared-for 4-bedroom, 2.5-bath home in the highly desirable Country Lane neighborhood of Winter Park! On the first floor, you’ll find a bright and inviting layout with a kitchen featuring stainless steel appliances, along with ample cabinet and counter space. There’s plenty of room to entertain, with a formal living and dining area on one side and a dinette and family room on the other. Major updates bring peace of mind, including a brand-new roof (2025) with solar panels for energy efficiency, plus fresh new sod that enhances the curb appeal. Upstairs, all four bedrooms are located together, creating a private retreat away from the main living areas. The highlight is the large primary suite, complete with a spacious walk-in closet, offering both comfort and convenience. Living here means more than just a home—you’ll enjoy the fantastic Country Lane community amenities. As a resident, you’ll have exclusive access to Lakeside Park on Lake Florence, featuring a fishing pier, kayak and paddle board launch, playground, and tennis courts. It’s the perfect setting for both relaxation and an active Florida lifestyle. Don’t miss this opportunity to own a move-in-ready home in one of Winter Park’s most loved neighborhoods!

1660 Tremont Lane, Winter Park
$460,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code
Welcome to your Winter Park retreat! This spacious single-story ranch offers nearly 2,000 sq. ft. of living space with 3 bedrooms, 2 baths, and a versatile bonus room. The updated kitchen boasts granite counters, stainless steel appliances, and a cozy breakfast area, opening into a bright Florida room perfect for entertaining. The split floor plan ensures privacy, with a generous primary suite featuring a walk-in closet. HVAC about 3 years old and Roof was replaced in 2021 Outside, enjoy a fully fenced yard, ideal for pets and gatherings, plus a 2-car garage and low-maintenance concrete block construction. Zoned for top-rated Winter Park schools—Aloma Elementary, Glenridge Middle, and Winter Park High—this home offers both comfort and convenience. Just minutes from shopping, dining, and parks, this property blends location, lifestyle, and value in one of Central Florida’s most sought-after communities. Don’t miss this move-in ready gem!

2831 Lion Heart Road, Winter Park
$440,000
5 Beds ⋅ 3 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code
Rare opportunity in a quiet Winter Park neighborhood! This oasis home offers nearly 2,000 sq ft of living space PLUS a fully equipped studio apartment with private entrance, kitchenette, full bath, fireplace, separate A/C, and generous storage—ideal for guests, multi-generational living, or rental income. The main home features a freshly painted interior and exterior, new LVP flooring throughout, and a completely remodeled kitchen with new appliances. The primary suite includes an en suite bath that has been remodeled, and three additional bedrooms provide ample space for family or home office needs. Enjoy the Florida room overlooking a fenced, private backyard, perfect for entertaining. Roof replaced in 2024. A/C replaced in 2016. Zoned for top-rated Winter Park High School and conveniently located near Park Ave, shopping, dining, Costco, and major roadways. Move-in ready with room to personalize. Don't miss this versatile and rare Winter Park find!

3642 Periwinkle Drive, Winter Park
$290,000
3 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code
Welcome home to 1920 Carrigan Avenue! Located in the highly desirable Winter Park section of Seminole County, this beautifully updated 3-bedroom, 2-bathroom home sits on an oversized 0.22-acre lot with mature trees and no HOA. Inside, you’ll find a modern and inviting space featuring remodeled bathrooms, an updated kitchen with stainless steel appliances, stylish laminate flooring, and fresh paint both inside and out. Major updates include a new AC system in 2023 and PEX piping throughout, offering peace of mind for years to come. Tucked away on a quiet dead-end street, this home is zoned for top-rated Seminole County schools and just minutes from Park Avenue, Winter Park Village, Rollins College, and major roadways like 436, I-4, and 417. Commuting to Downtown Orlando or Orlando International Airport is a breeze. With its unbeatable location, and no HOA fees, this is a rare opportunity you won’t want to miss.

1920 Carrigan Avenue, Winter Park
$340,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code
Welcome to Winter Park! Nestled in a cozy, established neighborhood with NO HOA, this charming 3-bedroom, 2-bath single-family ranch is ready for its next chapter. With a spacious fenced backyard, huge screened-in pool, and a covered patio, this home is perfect for relaxing or entertaining. Inside, you’ll find vaulted ceilings, ceiling fans, and plenty of natural light. The two-car garage provides storage and convenience, while the mature landscaping enhances the home’s curb appeal. This property is a true Winter Park gem and an excellent fixer-upper investment opportunity — ideal for buyers looking to add their own style, renovate, or create long-term rental income. Conveniently located just minutes from SR 417 and UCF. This home offers both comfort and a prime location. Come schedule a showing and find your next home to Bloom in!

5631 Garden Grove Circle, Winter Park
$749,900
4 Beds ⋅ 4 Baths ⋅ Landings At Hawks Crest SubDv. ⋅ 32792 Zip Code
Stunning 4-Bedroom Taylor Morrison Home in a Premier Winter Park Community! Welcome to this beautifully appointed 4-bedroom, 3.5-bath, 2,582 sq. ft., nestled in one of Winter Park’s most desirable gated communities with resort-style amenities. Built just 4 years ago, this residence blends modern elegance with comfort and convenience. Step inside to find an open-concept design with luxury vinyl plank flooring throughout the main living areas and a gourmet kitchen featuring GE Café Series appliances, SS vent hood and an oversized quartz countertop with plenty of space for entertaining. A dedicated home office makes working from home effortless, while the upstairs loft and expansive media room offer flexible space for relaxation or play. The owner’s suite includes a spa-like bath and a custom built-in shelving system in the walk-in closet. Additional highlights include tile flooring in select areas, a screened-in lanai, and no rear neighbors for enhanced privacy. This smart home is equipped with modern upgrades, including a gutter system, paver driveway, tile roof for longevity, and a 2-car garage. With landscaping handled by the community, you’ll enjoy low maintenance living and more time to take advantage of the incredible amenities. Located in the heart of Winter Park, this property offers the perfect blend of luxury, convenience, and lifestyle.

1465 Lone Feather Trail, Winter Park
$390,000
3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code
Impeccably cared for and ready for its next chapter, this Winter Park home blends timeless charm with essential modern updates. The property features a premium paver driveway, double-pane windows, offering both curb appeal and efficiency. Inside, the home has been kept in clean original condition, reflecting years of consistent maintenance and pride of ownership. Major systems have been thoughtfully updated, including a new electrical panel (2024), roof (2018), PEX piping, a water heater (2018), and an AC system (2017). The before mentioned double-pane windows are thoughtfully dressed with plantation shutters for added comfort and privacy throughout. There are two separate living spaces as well as a formal dining, in addition to a wood burning fireplace that centers the kitchen and informal eating and living areas, all dressed with crown molding. Outside, a new vinyl fence enhances the backyard, creating the perfect space for privacy and entertaining. With important improvements already addressed, this property provides a solid foundation for future personalization while remaining comfortable and fully livable as is. A wonderful opportunity to own a well-maintained home in a desirable Seminole County Winter Park location.

5346 Cypress Drive, Winter Park
$270,000
3 Beds ⋅ 3 Baths ⋅ Villas Of Casselberry Ph 2 SubDv. ⋅ 32792 Zip Code
INVESTOR ALERT!!! Charming townhouse with great potential, offering the perfect blend of comfort and convenience. Featuring a spacious open floor plan, and private patio perfect for gatherings. This residence is ideal for both relaxing and entertaining. Located close to shopping, dining, this home provides easy access to everything you need. A MUST SEE... MAKE YOUR APPOINTMENT TODAY!!!

1871 Casselwood Street, Winter Park
$395,000
4 Beds ⋅ 3 Baths ⋅ Casa Aloma SubDv. ⋅ 32792 Zip Code
Welcome to this unique 4-bedroom ranch-style home in the heart of Winter Park! This residence offers flexibility and comfort for today’s lifestyle. The converted two-car garage has been transformed into an additional bedroom with separate entrance, perfect for guests or an in-law suite. Inside, the kitchen flows seamlessly into the bright family room. Entertain with ease in the large dining and living room combination, or step outside to enjoy the expansive screened and covered patio overlooking the fully fenced backyard. Additional highlights include energy-efficient Low-E double-pane windows, a gas water heater, and tiled living areas. Two guest bedrooms, along with the original primary suite, complete this thoughtful layout. Located in a quiet neighborhood served by highly rated Seminole County schools, this home offers unmatched convenience—just minutes to boutique shops and dining on Park Avenue, Rollins College, UCF, Full Sail, Research Parkway, and easy access to 408 and 417 for commuting. Don’t miss your chance to own this beautifully updated and versatile Winter Park home—schedule your private showing today! ROOF 2021, HVAC 2024, Water Heater 2024

1362 Tierra Circle, Winter Park
$198,000
2 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 01 SubDv. ⋅ 32792 Zip Code
Back on market due to buyer financing. Condo has reserves! Seller offering buyer credit when using preferred lender. Location, Location, Location! Welcome to this charming Winter Park townhome. The first floor features a convenient half bath and an in-unit laundry area. Upstairs, you’ll find two spacious primary suites, each with its own private bathroom. Enjoy outdoor living with a private back patio and take advantage of the community pool just steps away. Perfectly situated for comfort and lifestyle! Enjoy peace of mind with a new roof installed in 2023 and an updated A/C system. The exterior is beautifully landscaped, creating an inviting curb appeal. Ideally located, this home is just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, and 30 minutes to Disney World. Families will appreciate access to top-rated schools, including Aloma Elementary, Glenridge Middle School, and Winter Park High School. Perfect as a primary residence or a smart investment, this home offers timeless design, modern updates, and an unbeatable location. Don’t miss this exceptional opportunity!

7457 Belle River Court Unit 12, Winter Park
$195,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Villas Condo SubDv. ⋅ 32792 Zip Code
This beauty just got a Great NEW PRICE!!! Check out this stylish (and now even MORE Affordable) townhouse in beautiful Winter Park! Featuring both an upstairs AND a downstairs bedroom plus 2 FULL baths, a covered patio, and a fenced yard for added privacy and outdoor enjoyment. Conveniently located in Winter Park and just minutes to Full Sail University! Inside, you’ll find an open floor plan with vaulted ceilings and a cozy wood-burning fireplace. Along with an updated kitchen, updated bathrooms, and all solid-surface flooring (ceramic tile and luxury vinyl flooring) so no carpet anywhere! A versatile floor-plan with a large living/great room, separate dining room, kitchen with breakfast bar, spacious bedrooms and TONS of storage! Outside features a covered patio, with exterior storage, and a semi-private yard with fence. Additional highlights include a NEW barrel tile roof (replaced in 2021), fabulous community amenities which are literally just steps away including tennis/pickleball courts, community pool and pet stations throughout... ALL included and maintained by the HOA! This is the perfect blend of comfort, convenience, and Winter Park living - with easy access to all the best of Central Florida: 25 minutes to downtown, 30 minutes to the Airport, and less than 45 minutes to Disney/Universal/Epic Universe, etc... and local beaches!

607 Saint Johns Ct Unit 607, Winter Park
$330,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Desirable Winter Park Estates - close to everything! Beautifully updated 3 Bedroom 2 Bath POOL home which is located in a highly desirable school district! Updated Contemporary Kitchen has newer Cabinetry, newer Stainless-Steel appliances, and Granite countertops which connect with the open Living room. Dining area extends to the generous size Family room - Ideal for Entertaining. The home has a newer roof (6 yrs old), newer windows, and updated modern Bathrooms. No mandatory HOA! This property boasts a large pool, 6-car driveway, large covered patio, detached storage building, and a recently serviced a/c (2025).

616 Ellendale Drive, Winter Park
$290,000
2 Beds ⋅ 2 Baths ⋅ Gallery At Winter Park Sec 02 SubDv. ⋅ 32792 Zip Code
FIRST-FLOOR LIVING WITH DIRECT WATER VIEWS AND AN UNBEATABLE LOCATION! Located in one of Winter Park’s most convenient and cared-for communities, The Gallery at Winter Park. This 2-bedroom, 2-bath condo showcases a beautifully updated kitchen and refreshed bathrooms. Contemporary luxury vinyl floors extend across the bedrooms and living areas for a clean, cohesive look. The primary suite is at the rear of the unit, with French doors opening to the screened-in patio, where you’ll enjoy peaceful water views framed by mature landscaping. The second bedroom, positioned at the front of the home, has its own bathroom, perfect for guests. Additional highlights include an in-unit laundry closet, a covered assigned parking space, and a prime location just across from the community pool. Beyond the home, the location is unmatched: within minutes you’ll find Publix, Sprouts, and tons of dining options. A short drive takes you to Park Avenue, Rollins College, or major roadways like Semoran Blvd. If you’re looking for low-maintenance living in the heart of Winter Park, complete with water views and walkable conveniences, this home delivers it all! Call us today for a showing!

2411 Gallery View Drive Unit 5, Winter Park