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$200,000
2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
Beautifully Updated 2BR/2BA Winter Park Townhome that is move-In Ready for a homeowners or investors. Rare opportunity to own a well-maintained 2-story townhome in a desirable Winter Park community. This spacious unit features 2 large bedrooms and 2 full bathrooms, an open floor plan, and numerous recent updates. Downstairs boasts ceramic tile and premium luxury vinyl flooring. The kitchen and bathrooms have been thoughtfully renovated with modern finishes. Enjoy outdoor living on the private screened patio, with the community pool located just steps away. The home features: Indoor laundry, Roof replaced in 2022, HVAC replaced in 2017, Concrete block construction, Abundant storage space and a Pet-friendly community. Low monthly HOA covers exterior maintenance, roof, building insurance, water, trash, pool, and grounds care. Conveniently located near Full Sail University, Valencia College, and UCF, with quick access to 417, 429, and I-4.

4952 Tangerine Ave Unit 4952, Winter Park
$250,000
3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 3 SubDv. ⋅ 32792 Zip Code
Welcome to this charming 3-bedroom, 2-bath home nestled in the desirable Villas of Casselberry community. This zero-lot-line property offers low-maintenance living with the privacy of a single-family home. Featuring a functional layout and a 1-car garage, rear patio and outside storage. This starter home is perfect for first-time buyers, or as an investment. Enjoy easy access to top Seminole County schools and local Orlando area attractions — just minutes from UCF, Full Sail University, OIA, and the vibrant shopping and dining scene along Winter Park’s iconic Park Avenue. Whether you're commuting for work or exploring the best of Central Florida, this home puts you right in the heart of it all.

1827 Blaine Terrace, Winter Park
$286,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 Rep Of Pt Of Blk 14 SubDv. ⋅ 32792 Zip Code
Location, Location, Location! Don’t miss this fantastic opportunity in highly desirable Winter Park—a beautiful 3-bedroom, 2-bath home with a heated pool! Recent Upgrades Include: Pool resurfaced (2023), Electrical panel replaced (2023), New roof and AC (2021), New water heater, Fully fenced backyard for privacy and convenience. While the home boasts major mechanical updates, the price reflects cosmetic updates needed, including fresh paint, new flooring, and bathroom remodels—perfect for adding your personal touch or boosting resale value. No HOA! This property offers huge potential whether you're looking to invest, flip, or make it your dream home. Schedule your showing today!

1670 Clematis Lane, Winter Park
$469,500
4 Beds ⋅ 3 Baths ⋅ Arrowhead Cove SubDv. ⋅ 32792 Zip Code
Back on the market with fresh updating! Spacious 4 bedroom 2.5 bath 2600+ Sq. Ft. Winter Park home within the desirable Arrowhead Cove subdivision. As you enter the home, you are greeted by a large living room / dining room area, with engineered hardwood floors, and a beautiful stacked stone electric fireplace at the center. The fully updated kitchen is complete with granite counters, wood cabinets, newer stainless steel appliances, and a massive pantry area, all overlooking the inviting family room. From the family room, sliding glass doors open into a nearly 500 Sq. Ft. air conditioned, enclosed patio / Florida room with tile floors, that is perfect for a game room! The Florida room has tons of storage and also a secondary access into the guest bathroom. The large Owners Suite is at the end of the hallway, with a nicely updated bathroom. Recent updates include brand new LVP flooring in the family room, new carpet in the bedrooms, new sliding barn door in Master bath, and fresh paint throughout! This house has many great features and updates including a 2022 roof, renovated bathrooms, travertine tile, inside laundry room, oversized 2 car garage, irrigation system with well, and situated on a generously sized ¼ acre lot. This hidden gem is close to everything, zoned for Winter Park Schools, and even has community lake access to Lake Nan! Call today for a private showing.

7679 Bent Bow Trail, Winter Park
$330,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Villas SubDv. ⋅ 32792 Zip Code
*Buyer's financing fell through* Welcome to this beautifully renovated 2-bedroom, 2-bath home located in Winter Park! This move-in ready property features modern finishes throughout, a private courtyard, and a spacious backyard—perfect for relaxing or entertaining. The HVAC was replaced in 2018, offering peace of mind and energy efficiency. Conveniently situated just minutes from AdventHealth Winter Park, Rollins College, Full Sail University, and UCF. Enjoy nearby dining and shopping at East End Market, local favorites along Park Ave, and recreational options like Winter Pines Golf Course. Zoned for the highly sought-after Winter Park High School.

631 Warrenton Road, Winter Park
$455,000
3 Beds ⋅ 2 Baths ⋅ Bennington SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome Home! This immaculate 3-bedroom, 2-bathroom single family home is perfectly designed for comfortable family living. Featuring a desirable split floor plan, this move in ready gem offers space, style, and convenience in every corner. The heart of the home is the modern kitchen, complete with stainless steel appliances and brand new, gorgeous quartz countertops, perfect for preparing family meals or entertaining guests. Fresh interior paint throughout gives the home a bright, clean, and inviting feel, truly turn key condition! Step outside and enjoy the peaceful charm of a quiet street ending in a cul-de-sac, offering privacy and a wonderful area for families to play. Plus, you’re just minutes from local restaurants, parks, grocery stores, and major highways; everything a busy family needs is right at your fingertips. All that’s missing is you! Priced to sell and waiting for YOU to make it home. Schedule your showing today and see it for yourself. Don't miss it!

3304 Bennington Ct, Winter Park
$379,900
3 Beds ⋅ 2 Baths ⋅ Georgetown Estates SubDv. ⋅ 32792 Zip Code
Excellent value on this 3BR corner lot home in the well-established Georgetown Estates community of Winter Park. Recent quality updates include: (1) Roof new in 2023, (2) Replumbed in 2024, (3) New garage door in 2025, (4) Fresh exterior paint in 2025, (5) Fresh interior paint (bedrooms, baths, kitchen) in 2025, and (6) Bedroom carpeting new in 2025. Layout features spacious living room upon entry and dining area in back, adjacent to your prep kitchen. Kitchen is open to the family room, making for a great gathering space. All bedrooms tucked off the home’s hallway, with the primary suite in the front. Primary suite includes an ensuite bath with shower. Out back, you’ll enjoy having a generous sized screened lanai for relaxing or entertaining. The backyard is fenced and full of lush foliage which helps provide privacy as you enjoy fun in the sun. Plenty of storage space – the garage is extra deep and there’s a storage shed in the backyard. Excellent location – you’ll love the proximity to major roadways. The neighborhood has direct access to both SR 426 and SR 436, and you’re only about 10 minutes from SR 408. You’re 5 minutes from your Publix and about 10 minutes from the fabulous downtown Winter Park. This home was lovingly cared for by the same family for decades. Now it’s your turn to come in and make some new memories. Great deal!

3121 Thistlehill Drive, Winter Park
$365,000
3 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 1 SubDv. ⋅ 32792 Zip Code
Tucked away in a quiet Winter Park cul-de-sac, this 3-bedroom, 2-bathroom home sits in one of the area’s most convenient spots with low taxes, low HOA, and access to top-rated schools. The layout flows well, with updated bathrooms, an enclosed porch for extra living space, and a backyard that’s great for entertaining. There’s even a partial pond view that adds a little extra charm. Whether you’re a first-time buyer or looking for something you can put your own stamp on, this home offers tons of potential without the high price tag you’ll find elsewhere in Winter Park. The enclosed porch gives you flexible space to hang out, work from home, or host friends—and the yard has plenty of room to make it your own. With great bones, a prime location, and a price that leaves room for updates, this one is a smart buy in a neighborhood that rarely has homes available.

1748 Harvest Cv, Winter Park
$177,000
2 Beds ⋅ 2 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code
MOTIVATED SELLER. Welcome to this cozy and well-maintained condo with a townhome feel nestled in the desirable community of Winter Park. Offering 1,393 square feet of comfortable living space, this 2-bedroom, 1.5-bathroom home features an open-concept layout that creates a warm and inviting atmosphere. The spacious living and dining areas flow seamlessly together, enhanced by Vinyl wood flooring throughout the first floor and windows that bring in plenty of natural light. The thoughtfully designed kitchen includes ample cabinet space and opens to the main living area, making it ideal for both entertaining and everyday living. Upstairs, you'll find two generously sized bedrooms and a full bathroom, while a convenient half-bath is located on the main floor. This home also features an inside laundry area and plenty of storage throughout, offering practical convenience and functionality. Step outside to enjoy a screened-in patio overlooking a private, fenced-in backyard—perfect for morning coffee, relaxing evenings, or hosting friends. A covered carport adds protection and ease, while the location puts you just minutes from shopping, dining, and all the charm of Winter Park. Whether you're a first-time buyer or looking to downsize, this condo blends comfort, style, and convenience in a truly inviting setting.

7466 Canford Court Unit 25, Winter Park
$412,500
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
Location, lifestyle, and livability! Nestled in a prime City of Winter Park location, this beautifully landscaped, charming, freshly painted, 3-bedroom, 2-bath home offers the perfect blend of comfort and convenience—walkable to grocery stores, shopping, dining, Advent Health Winter Park Hospital, movie theater, banks and more! Inside, you’ll find a thoughtfully designed split-bedroom floor plan, a renovated kitchen, and stunning hardwood floors throughout. Step outside to your oversized backyard oasis, perfect for relaxing or entertaining, with plenty of room to play and a drive gate for your boat, trailer, or RV. With an acceptable offer, the seller will install a new roof with your choice of color, and the HVAC is only 2 years old. This move-in-ready gem in a highly sought-after neighborhood won’t last—schedule your showing today!

619 Byron Road, Winter Park
$386,000
3 Beds ⋅ 2 Baths ⋅ Cedar Ridge Unit 3 SubDv. ⋅ 32792 Zip Code
Large Pool Home in Winter Park. The home offers a large foyer and living room upon entering the home. You then enter into the dining room, dinette, and kitchen, and a nice sliding door that leads you into a very large screened-in pool, great for families and entertaining. The bedrooms are a split plan. The garage is a two-car garage that offers a space for the washer and dryer. The Roof was Installed in 2022. This home has great bones and needs some TLC.

2009 Nottingdale Lane, Winter Park
$192,000
2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
WATCH REAL VIDEO & 3D TOUR! Welcome to 4878 Tangerine Ave, a beautifully MOVE IN READY- NEW ROOF - NEW FLOORS- FRESH PAINT updated 2-bedroom, 2-bathroom condo nestled in the serene and highly desirable Wrenwood Condominiums of Winter Park with Community POOL/GYM and ample parking. Yard maintenance, Roof replacement, Trash, and Water are included in the HOA. Step inside and be greeted by abundant natural light, a spacious open living room, and tasteful updates throughout. The kitchen and bathrooms have been thoughtfully refreshed, while large windows brighten every corner of this inviting space. Step out onto your PRIVATE SCREENED PORCH with extra storage, the perfect spot to unwind with breathtaking views of the expansive, peaceful green space and quiet surroundings. Come view this 2 bed / 2 bath home conveniently located 10mins from Winter Park Downtown Historic District /THE GROVE shopping area 3mins/Rollins College and 5 mins from AdventHealth Winter Pk,, BALDWIN PARK (10mins), UCF (12mins), FULL SAIL university (5mins), the Orlando International Airport (20mins), top-rated restaurants, Winter Park Pines Golf Club, ALDI grocery store(2mins) and with quick access to major highways 408(10mins) and 417(5mins) and freeways—making your daily commute and weekend getaways a breeze. Key Features: • Updated interiors with clean, modern finishes, WOOD KITCHEN cabinets • Large living room ideal for entertaining or relaxing • Private, covered patio with tranquil views • Water, Roof replacement,Yard maintenance, and Trash are included in the HOA • Quiet/private location within a well-kept community • Community swimming pool and ample parking •Zoned in Winter Park High School! This home offers the perfect combination of comfort, convenience, and value—ideal for first-time buyers, downsizers, or anyone seeking low-maintenance living in a prime location. Whether you’re enjoying a peaceful morning on the patio or heading out to explore everything Winter Park has to offer, this home provides the lifestyle you’ve been looking for.

4878 Tangerine Avenue Unit 4878, Winter Park
$379,000
3 Beds ⋅ 2 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
A PERFECT slice of PARADISE!! So many amenities at your doorstep!! LAKE VIEW, tennis courts, 3 bedrooms, 2 bath home in desirable Winter Park community of Country Lane! No carpet! Tile thru out! 2021 NEW ROOF 2019 NEW WINDOWS!! 2018 NEW KITCHEN CABINETS and LIGHTING 2018 Updated primary bath with MODERN vanity, DUAL sinks and WALK-in shower. Lots of NATURAL light! FRESH interior paint, ceiling fans, and a wood-burning fireplace. Firewall has been replaced and has a 2-year warranty. The patio has BIG of potential for a serene oasis and lake view!! SCREENED-IN porch off dining area to a fenced backyard. Tennis courts, playground, lakeside park all directly across the street. Seminole County schools, shopping and restaurants within minutes. Easy access to 417, 436, and University.

2828 Whispering Way, Winter Park
$425,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Major Price Reduction! Don’t miss this rare opportunity in sought after Winter Park location —now offered at a significantly lower price. Your Dream Home Just Got Closer! Completely Renovated 4-Bedroom Pool Home in the Heart of Winter Park! 2,195 Sq Ft of Modern Living! Welcome to 5338 Tangerine Ave, a beautifully updated 4-bedroom, 2-bathroom home offering 2,195 square feet of thoughtfully redesigned living space. Nestled on a spacious lot, this move-in-ready gem features a large screened-in pool and a flexible bonus room with a kitchenette in the converted garage, ideal for a guest suite, home office, or media room. The updated kitchen flows seamlessly into the open concept living and dining areas, perfect for both everyday comfort and entertaining. Every major system and aesthetic detail has been updated, including: New Roof (2022), New Tankless Water Heater, New Plumbing Throughout the Home, New Electrical Panels (Inside & Out), New Ceiling Texture with Modern Knockdown Finish, New Flooring and Baseboards Throughout, New Ceiling Fans in Every Room, All Receptacles and Switches Replaced (USB-C Outlets in Bedrooms & Common Areas), Updated Guest Bathroom with Modern Vanity & Lighted, Defogging Mirror, Primary Bathroom with New Lighted, Defogging Mirror, Smart Home Features: Keyless Entry System & Ring Doorbell with Camera, UV Light Installed in A/C Handler for Cleaner Air, and New Shed for Additional Storage. Step outside to your private backyard oasis, featuring a large screened-in pool and patio area perfect for Florida living. This home offers not only luxury and functionality but peace of mind with all the major updates already completed. Located in the desirable Winter Park area, you're close to top-rated schools, shopping, dining, and major highways. Don't miss your chance to own this turnkey home. SELLER IS OFFERING $1,000 CREDIT AT CLOSING FOR BUYER TO ADD MASTER BATHROOM ENTRY DOOR OF THEIR CHOICE. Schedule your private showing today!"

5338 Tangerine Avenue, Winter Park
$428,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Subd Unit No 07 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated home that blends charm, space, and modern upgrades—an expansive OVER 1/4 ACRE LOT with NO REAR NEIGHBORS and NO HOA. 4 Bed/2Ba with a 2-car Garage! You’ll love the BRAND NEW ROOF (April 2025) and the NEW EXTERIOR PAINT (2025). Inside, the COMPLETELY RENOVATED KITCHEN features stunning QUARTZ COUNTERTOPS and MODERN SHAKER STYLE CABINETS. The DINING SPACE offers bright views of the front yard, while the LIVING ROOM is filled with NATURAL LIGHT from a full wall of windows and a sliding glass door. It also includes a NEW CEILING FAN and beautiful, updated LUXURY VINYL FLOORING throughout the home. Step outside to the UPDATED BACK PATIO, ideal for outdoor dining and entertaining. The backyard is a standout—spacious and ready for endless possibilities, with newly planted FRUIT TREES including 3 MANGO TREES, PASSION FRUIT, 2 JACKFRUIT TREES, 2 AVOCADO TREES, and a PAPAYA TREE. The SPLIT BEDROOM FLOOR PLAN places the PRIMARY BEDROOM privately on the west side, complete with an UPDATED PRIVATE ENSUITE BATHROOM. The remaining 3 BEDROOMS are located down the hallway near a full bathroom with DUAL SINK VANITIES and a TUB SHOWER with a SLIDING SHOWER DOOR. Additional features include a SPACIOUS 2 CAR GARAGE, LONG DRIVEWAY, and a peaceful neighborhood setting the current owners truly enjoy. Conveniently located next to popular coffee shops and bakeries, and less than 15 minutes from COSTCO, ALDI, TARGET, WALMART, and PUBLIX, and near several parks with playgrounds including PHELPS PARK, CADY WAY TRAIL (bike and running trails), and WARD PARK. Don’t miss the opportunity to own this stunning, move-in ready home in a prime location! Schedule your appointment to view today!

3520 Balsam Dr, Winter Park
$750,000
4 Beds ⋅ 3 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code
Beautifully appointed on a premier homesite within the gated enclave of Hawk’s Crest, this contemporary masterpiece combines grandeur and elegance for your enjoyment of living. From the moment you step through the front door, soaring ceilings and a gracious foyer welcome you into a world of refined living. The luxurious, all-white kitchen is outfitted with top-of-the-line Café appliances and quartz countertops, ideal for casual family meals and gourmet entertaining. Sunlight pours through oversized windows, illuminating the open-concept floor plan and highlighting the custom stone fireplace in the living room. Just off the living area, the formal dining room showcases a bespoke 63-bottle wine rack set against a striking stone wall, creating a beautiful backdrop for hosting gatherings and entertaining guests. Upstairs, generously proportioned bedrooms offer versatility, while the primary suite presents serene waterfront views, ideal for your morning coffee or evening relaxation. Outside, the community-maintained, landscaped backyard offers beautiful pond views, creating a setting to curate unforgettable memories. Residents of Hawk’s Crest enjoy exclusive resort-style living within a leisurely visit from your front door. Amenities include a resort-style pool, virtual guard gate, clubhouse, fitness center, splash pad, two playgrounds, a dog park and direct access to Lake Howell. Convenience is just a short distance away, with Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee right at the entrance of the neighborhood.

1151 Wildmeadow Run, Winter Park
$410,000
3 Beds ⋅ 3 Baths ⋅ Grayson Square SubDv. ⋅ 32792 Zip Code
Welcome to this stunning former model townhome built in 2023, ideally located in the highly sought-after gated community of Grayson Square in Winter Park, Florida. This beautifully designed residence offers a blend of modern finishes and functional layout, with the first floor featuring a completely open floor plan bathed in natural light. The spacious kitchen boasts quartz countertops, upgraded stainless steel appliances, and a generous island perfect for entertaining. Luxury vinyl plank flooring flows seamlessly throughout the main living areas, connecting the kitchen to the dining space and into the inviting family room. Step outside to enjoy a covered patio and private backyard area—perfect for relaxing or entertaining guests. A convenient half bath completes the main level. Upstairs, you’ll find three well-appointed bedrooms and two full bathrooms, including a spacious primary suite with elegant tray ceilings. The en-suite primary bathroom offers a spa-like experience with a large walk-in shower, dual vanities, and ample storage space, creating a perfect retreat at the end of the day. Additional highlights include a one-car garage with extra storage, energy-efficient features, and designer finishes throughout. Grayson Square offers residents the comfort of a gated community in a prime location near top-rated schools, shopping, dining, and all the charm of downtown Winter Park.

2949 Clever Lane, Winter Park
$470,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Welcome to 417 Carvell Drive—where timeless mid-century modern design meets contemporary comfort. This beautifully updated 4-bedroom, 3-bathroom home sits on a spacious quarter-acre fenced lot in the heart of Winter Park. Thoughtfully designed with a split floor plan, the home features two primary bedrooms, ideal for multi-generational living or guest privacy. One of the suites includes a newly renovated bathroom with elegant modern finishes. The open layout, paired with large windows, fills the home with natural light, creating a warm, inviting atmosphere. The updated kitchen boasts granite countertops, wood cabinetry, and stainless steel appliances, offering both style and functionality. Manicured lawn, and inviting front porch add to the curb appeal. Solar panels add energy efficiency. The expansive backyard provides the perfect setting for relaxation, play, or entertaining. Located just steps from walking and bike paths, Cady Way pool, and Ward Park, this home offers easy access to outdoor recreation. It’s also walkable to shopping and dining, and just minutes from top-rated schools—delivering an ideal blend of comfort, convenience, and community. Bonus: Buyers may receive a closing cost credit of up to $4,850 when using the seller’s preferred lender—ask for details! Don’t miss your chance to own this move-in-ready, eco-conscious home in the heart of Winter Park. Schedule your private showing today!

417 Carvell Drive, Winter Park
$468,470
4 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code
Welcome to your private oasis—where thoughtfully designed living spaces and beautiful upgrades come together in one incredible home. Whether it’s poolside afternoons, entertaining under the lanai, or cozy nights inside, this property delivers the Florida lifestyle you’ve been searching for. Step inside this well-maintained split floor plan home and enjoy a spacious family room that flows effortlessly into a covered rear oversized porch and screened-in pool—perfect for relaxing or hosting friends. The remodeled kitchen features upgraded wood cabinetry, granite countertops, stainless steel appliances, and a lovely backsplash. The primary suite offers its own retreat, complete with a separate vanity area, walk-in closet, and updated shower. Throughout the home, you’ll find wood plank vinyl flooring—no carpet—and beautifully upgraded bathrooms with granite countertops and custom tile finishes. The property layout is perfect for anyone needing space for a home office, guest room, or kids' area. The exterior boasts charming arched openings and a private front courtyard, ideal for morning coffee or quiet evenings surrounded by your own landscaping. Step into the backyard and discover the perfect Florida escape: a large covered lanai, sparkling pool, and a privacy fence for ultimate seclusion. It's the ideal spot for grilling, lounging, or soaking up the sunshine. Located just minutes from Park Avenue where you’ll find incredible dining, shopping, and events, plus quick access to 417 for easy travel to the Orlando theme parks or Florida’s stunning beaches. Zoned for top-rated Seminole County schools, this home offers both comfort and convenience in one of Central Florida’s most desirable areas. Don't miss this opportunity to own a beautifully upgraded home in a prime location—schedule your tour today!

1026 Manchester Circle, Winter Park
$425,000
4 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code
Charming Winter Park Home with Pool on Oversized Lot – No HOA! Welcome to 7249 Abbey Lane, a lovely home offering the perfect blend of comfort, character, and convenience in Winter Park—within desirable Seminole County and zoned for top-rated schools. This spacious home features an open layout with laminate flooring, crown molding, and updated bathrooms that bring a modern touch to a classic design. The oversized inside utility room provides exceptional storage and functionality, ideal for busy households. Step outside to a beautifully landscaped yard with mature trees, a welcoming front porch, and a covered & screened patio featuring a striking tongue and groove wood ceiling—a stylish spot to relax by the open-air pool. Whether you're hosting friends or enjoying a quiet afternoon, this backyard oasis is ready to impress. With no HOA, an oversized lot, and a Winter Park address, this property is a rare find offering both freedom and value. Come invest in your future and make this charming house your dream home.

7249 Abbey Lane, Winter Park
$750,000
3 Beds ⋅ 2 Baths ⋅ Golfside Golf Course Sec 01 #3055 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Outstanding opportunity to be in one of the best neighborhoods, as well as golf holes, of the Winter Park Pines Golf Course and community of Golfside! Discover the perfect blend of comfort, style, and location in this beautifully updated Mid-Century Modern 3-bedroom, 2-bath home nestled on the lush fairway of the 9th hole (formerly the 18th hole.) With 1,740 square feet of living space, this residence offers an open and inviting layout ideal for both relaxation and entertaining. Step outside to your private backyard oasis featuring lush landscaping, a sparkling pool, soothing spa, and cozy firepit — all with serene golf course views. Patio furniture is included! Whether you're enjoying quiet mornings or hosting evening gatherings, this home offers the ultimate Florida lifestyle. It’s zoned for all top-rated schools, close to both downtown Winter Park & Baldwin Park’s shopping and dining areas. Cady Way bike trail access is located just down the street. Additional community places: Advent Health Winter Park Hospital and Medical Complex, Ward Park Athletic Complex, Center for Health & Wellbeing/Crosby Fitness Center, and Cady Way Park, are ALL within the neighborhood! Don’t miss the opportunity to live in one of Winter Park’s most desirable neighborhoods! Please see the attachments for even more details. Reach out to schedule a showing! All offers to be reviewed on Sunday evening, May 11th, 5PM.

2756 Summerfield Road, Winter Park
$391,250
4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 04 SubDv. ⋅ 32792 Zip Code
JUST REDUCED!!! Move-In Ready Evergreen Park Home with 4 Bedrooms 2 Bathrooms and a 2 Car Garage with a Pool on an Oversized Lot in this much Sought-After Quiet Neighborhood. Home has a NEW ROOF and a NEW AC (2023). Home has a wonderful layout with a split floorplan, separate family and living rooms, dual fireplace with engineered wood and ceramic tile throughout. Kitchen has plenty of countertop and cabinet space with a full set of appliances including a refrigerator, stovetop, convention oven and dishwasher. Master bedroom suite is large with a walk-in closet and private bathroom with a pool door and separate shower. Exterior patio area has a pool with a screened enclosure, plenty of space to entertain the whole family and a fenced backyard which is great for the pets to play as well. If location is everything then this one is PERFECT just minutes from shopping, entertainment, schools, restaurants, hospital and major streets. Please call to schedule today!

1985 Japonica Road, Winter Park
$760,000
4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code
JUST LISTED - FANTASTIC WINTER PARK CONSERVATION LOT HOME LOCATED IN THE HEART OF THE PRESERVE AT HAWKS CREST!– 2159 Marsh Sedge Lane, Winter Park – Stunning Hawk’s Crest Residence – Offered at $789,000! Highly desirable, single-story residence in Winter Park’s newest gated community. This is the Pomelo model built by Meritage Homes. An absolutely stunning, immaculate, "better than new construction" single story home with loads of upgrades! This beautiful home features a 3-way split floorplan with high ceilings and open concept living spaces. The gorgeous all white kitchen opens up to the home’s great room and offers soft close cabinetry, Quartz countertops, stainless steel appliances, a built-in double oven, and a large island with seating. Oversized dinette space provides room for a full-size dining table and overlooks the beautiful backyard and outdoor living space. The primary bedroom sits at the back of the home and offers an oversized, custom walk-in closet with an abundance of storage, and an en suite bath complete with double sink vanity and walk-in shower. Each of the guest bedrooms are comfortably sized with ample closet space. Bedroom #4 offers a private full bath! The home features a screened in lanai and backs up to a quiet green space. Termite bond is included. Located in Winter Park’s gated Hawks Crest community residents enjoy exclusive access to a community pool, fitness center, fishing pier, and non-motorized access to Lake Howell. Nearby shops and dining like Kelly’s Ice Cream, Foxtail Coffee, and Donut King, along with Park Maitland’s Preschool Campus are literally right outside the neighborhood gates. This spectacular home – schedule your showing today!

2159 Marsh Sedge Lane, Winter Park
$575,000
4 Beds ⋅ 2 Baths ⋅ Kings Cove SubDv. ⋅ 32792 Zip Code
Gorgeous, updated, 4 bedroom pool home in the Winter Park community of Kings Cove! Incredible outdoor oasis with a sparkling screened pool, spacious 35 x 13 covered lanai including a summer kitchen with refrigerator, sink and storage cabinets. The heart of the home is the renovated kitchen with quartz counters, breakfast bar, mosaic tile backsplash, pantry, and a large breakfast nook all overlooking the family room with vaulted ceilings and a wood burning fireplace. The primary suite includes a renovated bath with dual sinks, garden tub and large tiled shower. Second bedroom close by, perfect for home office or nursery. Separate living and dining room gives plenty of space for a family. Updates include New windows (2021), AC (2024), Roof (2019), wood flooring, updated plumbing, exterior painted (2019). Easy access to Hwy 417, shopping, restaurants and more!

4353 Steed Terrace, Winter Park
$465,000
4 Beds ⋅ 2 Baths ⋅ Lakemont Heights SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to 1809 Pineview Circle, a charming and move-in-ready 4-bedroom, 2-bathroom home located in the heart of Winter Park. This single-story residence offers 1,631 square feet of well-designed living space on a spacious 8,576 square foot lot. From the moment you arrive, you’ll notice the home’s inviting curb appeal and quiet, tree-lined street that defines this established community. Inside, the home features a bright and open layout with ceramic tile flooring throughout, creating a clean and cohesive look. The generous living area flows seamlessly into a well-appointed kitchen equipped with essential appliances, ample cabinetry, and space for casual dining or entertaining. Each of the four bedrooms offers comfortable proportions and natural light, while the two updated bathrooms are thoughtfully designed with modern fixtures to complement the home’s overall aesthetic. Step outside to a large backyard, perfect for hosting gatherings, gardening, or simply enjoying Florida’s year-round sunshine. Additional highlights include central air conditioning (2019), recently replaced roof (2021), washer and dryer, and a solid concrete slab foundation with block walls. Located just minutes from top-rated schools, including walkable Lakemont Elementary, as well as local favorites like Phelps Park, the Winter Park YMCA, Park Avenue, Rollins College and an array of shopping and dining options, this home combines comfort and convenience in one of Central Florida’s most desirable areas. Whether you're a first-time buyer, growing family, or investor looking for a solid rental opportunity, 1809 Pineview Circle is in a prime location and won’t last long! Don’t miss the chance to make this well-maintained home your own.

1809 Pineview Circle, Winter Park
$500,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 05 SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this well-maintained home in the desirable Kenilworth Shores Neighborhood of Winter Park. The three-bedroom, two-bath home has just over 1,750 square feet and has lots of extra storage. Wonderful floorplan with large living room, dining room, and separate family room with wood-burning fireplace. Updates include BRAND-NEW Roof (4/2025), AC compressor (2024), replumbed (2003), refrigerator (2023), and electric panel. The new roof has a transferrable 5-year workmanship warranty and a manufacturer's limited lifetime product warranty. Zoned for Winter Park High, Glenridge Middle, and Brookshire Elementary. Just minutes to Cady Way Trail, Cady Way Pool and Courts, Winter Pines Golf Club, Showalter & Ward Park Fields, Baldwin Park, Park Avenue, Advent Health, YMCA, Rollins College, and Full Sail University. This is ready for your personal touches and new memories. Contact me to schedule your private showing today.

2138 Whitehall Drive, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 16 SubDv. ⋅ 32792 Zip Code
Welcome to your dream home in the heart of Central Florida! This immaculate, move-in ready 3-bedroom, 2-bath pool home is a true gem, nestled in an established neighborhood known for its top-rated schools, friendly community, and unbeatable location. Step inside to find tastefully updated living spaces that blend comfort with modern style. As you enter the foyer, you will find the formal living room to your immediate left. Continue on to find a family/bonus room with built-in cabinetry. The kitchen boasts updated finishes, stainless steel appliances (fridge and dishwasher 2023), and plenty of counter space. The dining room is through the kitchen, and is currently being used as an office, with a great view of the outdoor space. The bedrooms are split, offering a separate owner's suite. The home also features a bright and airy Florida room, perfect for morning coffee or quiet evenings. Step outside to your private backyard oasis with a sparkling pool, perfect for cooling off on warm Florida days or hosting weekend BBQs. Mature landscaping adds both privacy and curb appeal, and there's plenty of space for pets or gardening. Just minutes from downtown Winter Park, with easy access to shopping, dining, and major highways, this home truly has it all. Roof is 4 years old. Brand new Carpet in bedrooms. Schedule your showing today.

3317 Dormer Court, Winter Park
$142,000
1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome Home! Step into effortless style and convenience with this beautifully updated second floor condo located in the sought after Stratford community of Winter Park. With thoughtful upgrades throughout including a modern kitchen with new appliances, and luxury vinyl and tile flooring, this home is move-in ready and full of charm. Enjoy the spacious feel of an open-concept living and dining area that leads out to a private screened-in patio with a large storage closet. Perfect for all your extra items and a great area for relaxing or entertaining. The large bedroom features dual closets, and a rare in-unit utility closet with a stackable washer/dryer. Not all units have this, so it's an uncommon perk in this community. The updated bathroom adds a sleek, contemporary touch to your daily routine. The NEW ROOF (2024),NEW APPLIANCES ALL (2024), WASHER DRYER (2023), AND HOT WATER HEATER (2024) are also an added comfort. Residents of the community enjoy a resort-style lifestyle with access to two sparkling pools, a well-equipped fitness center, tennis courts, a clubhouse, and lush green landscaping. Ideally situated just minutes from Full Sail University, Rollins College, Park Avenue, and top-rated dining and shopping, plus easy access to 417 and I-4, this location offers the best of Central Florida living with a low-maintenance lifestyle at an affordable price. Schedule your private showing today and start living the easy, vibrant lifestyle you deserve!

130 Lewfield Circle Unit 130, Winter Park
$505,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Price Improvement! Enjoy Winter Park living on this quiet street, with no thru traffic. This home is the perfect opportunity to live in the coveted neighborhood of WINTER PARK PINES. This 4 bedroom, 2 bath POOL home is a well-built traditional home waiting for its next owner. The ROOF was replaced in 2024 and the remaining home is waiting for your personal touch. The oversize Florida room has nearly 400 sq ft to transform into additional living area or expand the kitchen, the options are limitless. This quaint home is less than 1 mile from WINTER PARK HIGH SCHOOL, less than 4 miles to PARK AVE AND ROLLINS COLLEGE, as well as under 10 miles from the Orlando Airport. Come take a look today. No offers will be accepted without viewing home, this includes investors.

715 Roughbeard Road, Winter Park
$382,000
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
Great location of this 1950's ranch home in need of love. The home sits on a nice sized corner lot in the Winter Park schools district. The vaulted ceilings with a almost floor to ceiling windows makes the home feel nice and open with tons of natural light. This charming home has 3 bedrooms, 2 bathrooms, laundry room and open floor plan living spaces.

1909 Edwin Boulevard, Winter Park