Winter Park FL Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
987
Status:
NEW LISTING
MLS#:
O6377760
Type:
Condo
Subdivision:
Four Seasons Condo
Lot size:
19.03 Acres
Year built:
1970
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

Beautiful 2 bedroom / 2 bath first floor condo in Winter Park's Four Seasons community. Great floorplan with large living room, separate dining space, and updated kitchen with white cabinetry and granite countertops. New windows installed, new water heater 2023, new roof 2023, replumbed, AC 2015! Primary bedroom with walk in closet and en-suite bath with walk in shower. Enjoy a cozy screened porch with a laundry closet. HOA fee includes pest control, water, sewer and trash services. Four Seasons offers 3 swimming pools, tennis, shuffleboard and a clubhouse. This pet friendly community is located just minutes from Park Avenue, Sprouts, Whole Foods, Winter Park YMCA, Rollins College, Full Sail University, shopping and restaurants galore.

Open House:

Saturday, 2/14 10:30-1:30PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
2,197
Status:
NEW LISTING
MLS#:
O6378636
Type:
Single Family
Subdivision:
Landings At Hawks Crest
Lot size:
0.11 Acres
Year built:
2022
A broker reciprocity listing Courtesy: THE PROPERTY STOP LLC 407-744-5557
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ADDITIONAL INFORMATION

Welcome to the stunning 4 bedroom, 2.5 bath home known as 1418 Lone Feather Trail. This open concept home is nestled in the desirable, gated community of Landings at Hawks Crest. This well appointed home boasts a lot of upgrades including; gourmet kitchen, upgraded cabinets, quartz countertops, stainless steel appliances, spacious rooms, and luxurious tile throughout the first floor with carpet upstairs, just to name a few! Wake up and enjoy a nice cup of tea relaxing under your covered lanai or unwind in the evening under the stars. Conveniently located near shopping, dining, and major roadways which provide quick and seamless connections to Downtown Winter Park, Oviedo, and Orlando! The community amenities include a substantial clubhouse featuring a pool, fitness area, playground and scenic walking trails.

Open House:

Sunday, 2/8 2:00-4:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
1,778
Status:
NEW LISTING
MLS#:
O6377821
Type:
Single Family
Subdivision:
Tanglewood Sec 3 Rep
Lot size:
0.25 Acres
Year built:
1956
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
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ADDITIONAL INFORMATION

Welcome to 5233 Lake Howell Road, a thoughtfully updated residence offering modern finishes, extensive upgrades, and a private backyard retreat designed for both everyday living and effortless entertaining. Inside, white porcelain tile flooring and recessed lighting create a bright, cohesive atmosphere throughout the main living spaces. Expansive rear-facing windows frame serene views of the beautifully landscaped backyard. The fully renovated kitchen is both stylish and functional, featuring new cabinetry, under-cabinet lighting, a built-in oven, cooktop, microwave drawer, and new sink. The open-concept layout flows seamlessly into the Florida room, where abundant natural light enhances the inviting ambiance. The living area is anchored by a resurfaced wood-burning fireplace, adding warmth and timeless character. The primary suite serves as a peaceful retreat, complete with a renovated bathroom, custom closet system, and a conveniently located in-suite laundry area with custom frosted glass doors and a new stackable washer and dryer. Two additional guest bathrooms have also been renovated, and custom closet systems extend throughout the home, including guest bedrooms and hallway storage. The backyard is a true oasis, highlighted by a newly resurfaced 16x32 pool and multiple spaces for al fresco dining, lounging, or gathering around the fire pit. The new paver patio offers the perfect spot to unwind with a good book. The fully fenced yard features refreshed landscaping with artificial turf, landscape lighting, and a new irrigation system serving both the front and rear yards. A custom greenhouse/workshop with a misting system adds a unique and functional outdoor element, while thoughtful drainage enhancements, including a French drain along the rear of the home and patio drainage to the front sidewalk, provide added peace of mind. Major improvements include a new roof (2023), water heater (2023), HVAC system and ductwork (2023), and a full plumbing update (2023). Additional features include a mini-split system, drip irrigation, updated electrical and LED lighting throughout, Pella double-paned windows, remote shades throughout, Leafguard gutters, expanded circular driveway, and added attic insulation. The home is also equipped with Google cameras and a doorbell at both front and rear entrances, as well as pre-wiring for a pool heater. This move-in-ready home seamlessly blends modern comfort with thoughtful upgrades, all set in a desirable Winter Park location just minutes from the YMCA, Interlachen Country Club, Phelps Park, Park Avenue, and a variety of dining destinations.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,152
Status:
NEW LISTING
MLS#:
O6377988
Type:
Single Family
Subdivision:
Sanctuary At Aloma
Lot size:
0.22 Acres
Year built:
2014
A broker reciprocity listing Courtesy: REAL BROKER, LLC 855-450-0442
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ADDITIONAL INFORMATION

Located in desirable Winter Park, this POOL home offers exceptional value. This spacious 5-bedroom plus den area, 3.5-bathroom house has a beautiful pond view from the front door. 3 car garage space and 6 car driveway give you plenty of space for storage and parking. 3,111 square feet of comfortable living space plus a gorgeous screened-in pool with spa. The home features high ceilings that create an open, airy feel throughout. The kitchen showcases elegant granite counters and modern stainless steel appliances. Hard flooring flows through the main living areas, offering both style and easy maintenance. Solar panels on the home save you hundreds each month on electricity. Step outside to your private backyard oasis with a screened-in pool and jacuzzi spa, ideal for year-round Florida living. The fully vinyl fenced yard provides privacy and security for families and pets. This move-in ready property means you can start enjoying your new home immediately. The location offers incredible convenience with easy access to Winter Park shopping, restaurants, and world-famous theme parks. Major roads are nearby, making commuting simple whether you work locally or need to travel throughout Central Florida. The gated community adds security and peace of mind. Winter Park is known for its charming downtown area, excellent schools, and beautiful parks. This neighborhood combines suburban tranquility with urban accessibility, giving you the best of both worlds. Schedule your showing today!

Beds:
5
Baths:
2.00
Sq.Ft.:
2,240
Status:
NEW LISTING
MLS#:
O6376860
Type:
Single Family
Subdivision:
Winter Park Pines
Lot size:
0.25 Acres
Year built:
1966
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
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ADDITIONAL INFORMATION

Experience the best of Winter Park living at 630 Saint Dunstan Way, where modern comfort meets everyday functionality. Located just one block from the Cady Way Biking and Walking Trail, this beautifully renovated home showcases a stunning kitchen with a statement island, beverage center, and custom coffee station—perfect for both daily living and entertaining. The spacious primary suite features a double-vanity bath and an oversized walk-in closet, a rare find in this area. Major recent upgrades include a 2024 roof and 2022 A/C, offering peace of mind for years to come. Additional highlights include a private irrigation well, an electric panel wired for generator hookup, and two dedicated office spaces providing exceptional flexibility for work or lifestyle needs. Enjoy Florida living outdoors with a screened-in back patio, outdoor shower, and a fully fenced private yard with no rear neighbors. Ideally situated near Downtown Winter Park and Park Avenue, with easy access to Baldwin Park, UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Orlando International Airport. Just minutes from Cady Way Park, the community pool, and new pickleball courts. This home delivers what buyers want most: modern updates, walkable convenience, and the unmistakable charm of Winter Park.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,307
Status:
NEW LISTING
MLS#:
G5107332
Type:
Single Family
Subdivision:
Waters Edge At Hawks Crest
Lot size:
0.22 Acres
Year built:
2020
A broker reciprocity listing Courtesy: PORCH LIGHT REALTY, LLC. 321-228-3953
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ADDITIONAL INFORMATION

Set within the exclusive Winter Park community of Waters Edge at Hawks Crest, this stunning Kerrville II Meritage model offers refined luxury living on a premium lot boasting serene pond views. Thoughtfully designed for both elegant entertaining and everyday comfort, the open-concept layout is filled with natural light and showcases high-end finishes and upgrades throughout this 5 bedroom 4 ½ bath home. The gourmet kitchen services as the heart of the home, featuring premium cabinetry, quartz countertops, a spacious center island, and top-tier appliances, all flowing seamlessly into expansive living and dining areas. Enjoy peaceful mornings with picturesque pond views, sitting leisurely at the breakfast nook as you watch the sunrise or step onto your extended lanai to enjoy a dip in your sparkling saltwater, heated, self- cleaning pool, and spa. The main floor showcases a formal living room and dining room, private guest suite bedroom with its own bath leading to the pool area, perfect for multi-generational living or guests. The owner's suite is a private retreat overlooking the pool and water, complete with a spa-inspired bathroom, upscale finishes, and generous walk-in closets. Additional bedrooms and versatile living spaces provide flexibility for a media room, home office home, fitness room or additional guest accommodations. The 3 car garage has overhead storage shelves, and an electric charging station. Hawks Crest is a resort-style community offering a fitness center, playground, clubhouse, pool, and private dock on Lake Howell perfect for kayaking, canoeing, paddle boarding, fishing or just relaxing. This prime location is ideally situated just minutes from Park Avenue's renowned shopping, dining and cultural attractions. Schedule your private showing today and experiencer the lifestyle of luxury Florida living.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,075
Status:
NEW LISTING
MLS#:
O6378148
Type:
Single Family
Subdivision:
Brookshire Heights 4th Add
Lot size:
0.25 Acres
Year built:
1967
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

Located in the sought-after Brookshire Heights neighborhood, this classic brick Winter Park home sits on an OVERSIZED LOT and offers space, flexibility, and an exceptional location—with NO HOA. The open floor plan features 4 bedrooms and 2 bathrooms and is filled with natural light throughout. A TWO-CAR GARAGE and EXTENDED DRIVEWAY provide ample parking for guests, multiple vehicles, or recreational toys. The home features a BRAND-NEW ROOF and an enclosed back porch overlooking a FULLY FENCED backyard, ideal for everyday living or entertaining. Recent updates include a 2023 water heater, 2018 A/C, luxury vinyl flooring, an updated electrical panel, fresh interior paint, and newly pressure-washed porches, driveway, and walkways. Conveniently located near AdventHealth Winter Park, Crosby Wellness Center, top-rated Winter Park schools, Winter Park Pines Golf Club, Cady Way Trail, Park Avenue, and Baldwin Park, this property delivers the best of Winter Park living with space, convenience, and long-term value.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,517
Status:
NEW LISTING
MLS#:
O6377898
Type:
Single Family
Subdivision:
Garden Grove
Lot size:
0.21 Acres
Year built:
1986
A broker reciprocity listing Courtesy: ROYALTY R E BOUTIQUE INC 407-658-0601
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ADDITIONAL INFORMATION

Discover a delightful pool home nestled in the heart of vibrant Winter Park, where you can enjoy the freedom of no HOA. Sunlight pours into every room, creating a warm and inviting atmosphere ideal for first-time buyers or families seeking a lovingly maintained, move-in-ready retreat. The kitchen features sleek granite countertops, abundant cabinetry, and all appliances, seamlessly flowing into the dining area for effortless entertaining and everyday living. Durable tile floors add style and practicality throughout the main spaces. Step onto the enclosed porch, a cozy spot overlooking a spacious backyard with a sparkling pool and privacy fence, perfect for unwinding or hosting memorable gatherings. Enjoy peace of mind with no HOA and several thoughtful updates: including a new roof was replaced in 2015, a heating and cooling system was replaced in 2019, enhanced attic & updated air conditioning ducts in 2020, garage door was replaced & vinyl floors installed in all three bedrooms in 2022, and parts of the hot water heater were replaced in 2025. The home also has a fully paid-off solar system, which helps lower electric bills and saves you money. Conveniently close to Winter Park’s best shopping, dining, medical offices, UCF, and major roads, making it easy to enjoy everything in the area. Whether you’re celebrating by the pool or enjoying a quiet morning on the porch, this move-in-ready house is ready for your special moments. Come see where your next chapter can start.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,495
Status:
NEW LISTING
MLS#:
O6378209
Type:
Condo
Subdivision:
Cedarwood Village 1
Lot size:
0.05 Acres
Year built:
1981
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

Welcome home to this spacious two-story Winter Park condo located in the sought-after Cedarwood Village community. Tucked away among mature landscaping yet close to everything, this residence offers a comfortable blend of privacy, architectural character, and convenience in a prime Central Florida location. The main living area features soaring 16.5-foot vaulted ceilings, a wood-burning fireplace, and sliding glass doors that lead to a screened rear porch, creating a seamless indoor-outdoor connection. Two skylights and a second-story loft overlooking the living room add architectural interest and flexible space ideal for a home office, reading nook, or guest retreat. The thoughtfully designed split floor plan enhances functionality and privacy. Additional highlights include a spacious kitchen with breakfast bar and island, a primary suite on the main level, and a screened back porch perfect for relaxing or entertaining. Community amenities include a swimming pool and tennis courts, supporting a low-maintenance, active lifestyle. Located just minutes from Rollins College, with convenient access to local retail shopping, dining, and everyday conveniences, this home is also a short drive to downtown Orlando, offering easy access to museums, theaters, and a variety of local events—combining the charm of Winter Park with excellent city connectivity. All measurements and information should be verified.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,979
Status:
NEW LISTING
MLS#:
395542
Type:
Single Family
Lot size:
0.27 Acres
Year built:
1994
Courtesy: Jamie L Boone LLC 786-600-4465
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ADDITIONAL INFORMATION

Foreclosure Auction Ends February 10, 2026 at 11:00 AM. Discover this inviting 4-bedroom, 2-bathroom single-family home, offering a wonderful opportunity to live in the desirable Winter Park community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,295
Status:
Active
MLS#:
O6377090
Type:
Single Family
Subdivision:
Brookshire Heights
Lot size:
0.21 Acres
Year built:
1958
A broker reciprocity listing Courtesy: OLDE TOWN BROKERS INC 407-425-5069
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ADDITIONAL INFORMATION

Drive through this neighborhood and see all of fantastic new builds happening right now! 3/1.5 in excellent as an investment property or a new build! Lot is 9314 sq ft in size! Neighborhood walking distance to Winter Park hospital, Wade Park, and Wade Park sports complex and Cady Way Trail. Park Avenue, golf courses and tons of shopping nearby. Quiet streets in this Brookshire Heights neighborhood, convenient to everything.

Beds:
2
Baths:
2.00
Sq.Ft.:
990
Status:
Active
MLS#:
O6376997
Type:
Townhouse
Subdivision:
Hidden Oaks Condo Ph 06
Year built:
1983
A broker reciprocity listing Courtesy: 100% REAL ESTATE, INC 407-701-1238
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ADDITIONAL INFORMATION

Terrific townhome in the Hidden Oaks community offers an updated interior & it's own privacy fenced patio! Step inside to the bright and spacious living/dining combo w/lovely wood laminate flooring & wet bar, galley style kitchen w/breakfast area, laundry closet w/full size washer & dryer, and 2 terrific bedrooms-one with oversized walk-in closet. Storage under the stairs and in AC closet. Enjoy the community amenities including a pool! Great location just off Goldenrod Rd and within close proximity to E Colonial, 408 & 417 for an easy commute & access to everyday amenities! Plus, Full Sail University is 1.8 miles away, Valencia 4.5 miles and UCF is 6.2 miles!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,570
Status:
Active
MLS#:
O6376757
Type:
Single Family
Subdivision:
Winter Park Pines Merrie Oaks
Lot size:
0.2 Acres
Year built:
1965
A broker reciprocity listing Courtesy: LA ROSA REALTY CW PROPERTIES L 407-910-2168
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ADDITIONAL INFORMATION

330 Elkhorn Ct is a beautifully renovated, move-in-ready home located in the highly desired Winter Park Pines community. Inside, you’ll find a bright, open layout with wide-plank flooring, recessed lighting, and a modern neutral color palette that feels clean and inviting. The kitchen has been thoughtfully updated with shaker-style cabinetry, sleek countertops, stainless steel appliances, and designer finishes—including a farmhouse sink and gold hardware/fixtures that add a high-end touch. The bedrooms offer comfortable space with updated finishes throughout, while the oversized backyard provides plenty of room to relax, entertain, garden, or create your ideal outdoor setup. Conveniently located near shopping, dining, parks, and major roadways—and zoned for top-rated schools including Winter Park High School—this home is a standout opportunity in one of the area’s most sought-after neighborhoods.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,028
Status:
Active
MLS#:
O6362285
Type:
Single Family
Subdivision:
Georgetown Estates
Lot size:
0.18 Acres
Year built:
1967
A broker reciprocity listing Courtesy: MILLER GRANT AND COMPANY 407-399-6031
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ADDITIONAL INFORMATION

Easy access to all of Winter Park, UCF, and south Seminole County from this convenient, central location! If you've been searching for a spacious pool home with plenty of space for playing, entertaining, or even working from home -- you've found it here! When you walk in, you'll appreciate the intuitive flow of living space into the kitchen, with built-in eating space. Off of the kitchen, you'll find a bonus space (perfect for an office or home gym) as well as a large indoor laundry room/mudroom, and the converted garage which is ideal for a playroom or secondary living space. On the other side of the home, 2 secondary bedrooms, an oversized hall bathroom, and a primary with en suite bath. There are additional touches that go a long way, too, including the custom plantation shutters throughout the home and updated countertops in the kitchen. Much of your time will be spent in the backyard, enjoying a fenced in pool, screened porch, new custom shed (2025), and fully fenced yard with turf play area. Systems in the home have been well maintained: roof (2017), HVAC (2017), tankless gas water heater (2018), and brand new electrical updates (2026). The home was also re-plumbed in 2008.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,585
Status:
Active
MLS#:
O6373970
Type:
Single Family
Subdivision:
Woodcrest Unit 01
Lot size:
0.19 Acres
Year built:
1970
A broker reciprocity listing Courtesy: MAINSTAY BROKERAGE LLC 800-583-2914
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ADDITIONAL INFORMATION

This well-positioned home is located in the established Woodcrest neighborhood of Winter Park, offering a functional split-bedroom layout and comfortable single-level living. The interior features a spacious family room and an easy flow between living, dining, and kitchen areas, creating a practical space for everyday living. Outdoor areas provide additional room to relax or entertain, while the surrounding neighborhood offers sidewalks and a convenient residential setting. Ideally situated near major roadways, shopping, dining, and local amenities, this property combines neighborhood comfort with everyday accessibility.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,703
Status:
Active
MLS#:
O6376260
Type:
Single Family
Subdivision:
Howell Estates 1st Add
Lot size:
0.42 Acres
Year built:
1983
A broker reciprocity listing Courtesy: FLORIDA INVESTMENT REALTY GRP 407-937-8450
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ADDITIONAL INFORMATION

Welcome to your dream home! This beautifully renovated single-story residence features 3 spacious bedrooms and 2 baths, all set on an expansive .42-acre lot in the desirable Howell Estates community. Brand New Roof (2024) Replumbed (2024) New HVAC System, Gourmet Kitchen: Brand new upgraded white cabinets, stunning quartz countertops, and new stainless steel appliances. Luxurious Bathrooms: Both completely renovated, featuring modern finishes Oversized Bedrooms: Including a primary suite with his-and-hers closets and an ensuite bath with a gorgeous walk-in shower. In the Family Room: Spacious layout with a cozy wood-burning fireplace, Oversized Garage: Perfect for larger vehicles, including SUVs. The backyard has a: New Fence, New Pergola and New Extended Porch. This home is move-in ready and waiting for your family to create lasting memories. Don’t miss out on this exceptional opportunity in Winter Park!

Beds:
6
Baths:
4.00
Sq.Ft.:
4,214
Status:
Active
MLS#:
O6376139
Type:
Single Family
Subdivision:
Lakeside Estates
Lot size:
0.35 Acres
Year built:
2015
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY 407-644-3295
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ADDITIONAL INFORMATION

Elevate your lifestyle in the prestigious Lakeside Estates, a private gated Winter Park community anchored by Garden Lake. In a quiet cul-de-sac, on a wrapping corner lot on over 1/3 of an acre and only a short distance to the playground making it easy. A six-bedroom, four-bath home sprawls over 4,200 square feet with back of the house opening to a covered porch with a generously sized saltwater pool, framed in by a podocarpus hedge for privacy, creating a backdrop for entertaining. An additional green space behind hedge for plenty of room to grow. This home has all functions you need with a formal dining and living spaces alongside a spacious family room that is open to kitchen and overlooks backyard. The island takes center stage with a waterfall edge feature and bar seating, custom 42-inch cabinetry, stainless appliances, a cozy eat-in kitchen nook with loads of workspace and closet pantry for ease of storage. A fantastic first-floor guest suite or flex space makes working from home easy. Go upstairs to where all the fun happens. A super large bonus room has additional home theatre rooms accessed through stylish barn doors and it is all snuggled in, everyone will want to stay. Primary suite enjoys a large walk-in closet and a spa bath retreat with soaking tub, walk-in shower and dual vanities. Other features of the home include wood floors throughout, custom window treatments, custom pool with paver decking and a summer kitchen with an abundance of privacy, professionally landscaped, three-car tandem garage with brick drive, long-lasting barrel tile roof, designer light fixtures and more. Lakeside Estates offers exclusive access to a community pier, playground and a boat dock for non-motor kayaks, fishing, canoes, paddleboards and more. In the highly rated Seminole County School district as well as minutes from Trinity Prep, Geneva School, Christian Circle and more. Enjoy world-class restaurants, shopping and beautiful parks and trails, close to major roadways, UCF, Valencia and downtown Orlando. A pristine location, coupled with a unique Winter Park community, is a rare find. Homes do not come along in this neighborhood often, making it a special opportunity for the discerning buyer.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,536
Status:
Active
MLS#:
O6376571
Type:
Single Family
Subdivision:
Eastbrook Sub Unit 05
Lot size:
0.19 Acres
Year built:
1960
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

Welcome to 1690 Viburnum Lane, a classy, 3 Bed, 2 Bath home in the heart of Winter Park! *NEW* Roof (2024), Driveway (2025), Water Heater (2026), HVAC & Double-Pane Windows (2019)! The spacious & open layout is highlighted by the large windows allowing natural light to flood in the living room area through to the kitchen. The kitchen features ample storage space, with matching appliances, built-in microwave, and dinette. The enclosed Florida room offers wall-to-wall windows with views of the spacious, fenced backyard. The long driveway to the covered and oversized 2-car carport parking completes the exterior appeal. The home is located in a well-established residential pocket of Winter Park, prized for its mature landscapes, proximity to great schools, and easy access to the Orlando area’s shopping, dining, and entertainment. This property combines timeless charm with strong neighborhood appeal in one of Central Florida’s most sought-after cities. Don’t miss out - Schedule a showing today

Beds:
3
Baths:
3.00
Sq.Ft.:
1,872
Status:
Active
MLS#:
O6376008
Type:
Townhouse
Subdivision:
Aloma Trails
Lot size:
0.05 Acres
Year built:
2017
A broker reciprocity listing Courtesy: OAK HOLLOW PROPERTIES 407-949-8809
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ADDITIONAL INFORMATION

Nestled on a quiet cul-de-sac in desirable Winter Park, this well-maintained home offers a thoughtful layout with bright, open living spaces designed for both comfort and everyday living. The kitchen flows seamlessly into the main living and dining areas, making it ideal for gathering and entertaining. Generously sized bedrooms provide flexibility for guests, a home office, or a growing household. Enjoy a private backyard perfect for relaxing or hosting, all while being conveniently located near shopping, dining, parks, and major roadways. A wonderful opportunity to enjoy the lifestyle Winter Park is known for.

Beds:
3
Baths:
1.00
Sq.Ft.:
984
Status:
Active
MLS#:
O6375881
Type:
Single Family
Subdivision:
Eastbrook Sub Unit 05
Lot size:
0.19 Acres
Year built:
1959
A broker reciprocity listing Courtesy: BHHS FLORIDA REALTY 407-876-2090
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ADDITIONAL INFORMATION

Welcome home to this darling, move-in-ready Winter Park gem! Perfectly suited as a starter home or investment opportunity, this beautifully remodeled 3-bedroom, 1-bath residence features laminate flooring throughout, a fully remodeled bathroom, and an updated kitchen with granite countertops and stainless steel appliances. Updated plumbing completed in 2014 and a 2017 AC system offer added peace of mind, and tasteful window treatments are already in place. Step outside to a large, fully fenced backyard complete with a fire pit and shed—perfect for entertaining, relaxing, or enjoying Florida evenings. Ideally located in a great area of Winter Park, close to shops, dining, and approximately 30 minutes to everything you want to enjoy in Orlando. One of the best-priced remodeled homes in the area—this charming property is a must-see! NO HOA! Tour this home at

Beds:
3
Baths:
3.00
Sq.Ft.:
1,518
Status:
Active
MLS#:
O6375724
Type:
Single Family
Subdivision:
Hyde Park
Lot size:
0.12 Acres
Year built:
1987
A broker reciprocity listing Courtesy: FCG REALTY 407-624-4286
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ADDITIONAL INFORMATION

Beautiful SPLIT plan, 3 bedroom 2 bath for sale. The property has been well maintained and it is ready for its new owners. The family room has a fireplace and the Kitchen features a breakfast nook opening on a private back yard. The natural gas community features a fishing dock, sports courts, playground and walking paths and is within 5 minutes to shopping and restaurants, 20 minutes to Park Avenue and 30 minutes to Downtown Orlando. Extra bonus…..zoned for the fabulous Seminole County Schools. This central location has it all! The roof was replaced in 2020 and the AC was recently replaced ! School district and room dimensions to be independently verified.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,970
Status:
Active
MLS#:
V4946886
Type:
Single Family
Subdivision:
Lake Waunatta Village
Lot size:
0.23 Acres
Year built:
1981
A broker reciprocity listing Courtesy: PHOENIX REALTY ADVISORS LLC 407-692-5939
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ADDITIONAL INFORMATION

Welcome home to this immaculately maintained 3-bedroom, 3-bathroom brick home in Winter Park, ideally located in one of Central Florida’s most sought-after areas and offering the freedom of no HOA. Thoughtfully cared for and upgraded, this home blends timeless construction with modern comfort and exceptional functionality, making it perfect for everyday living and entertaining. The heart of the home is the stunning kitchen, featuring quartz countertops, an oversized farmhouse sink, stainless steel appliances, stylish cabinetry, and updated lighting, creating a bright and inviting space for cooking and gathering. Wood-look flooring flows through the main living areas, leading to a warm and welcoming living room highlighted by a charming painted brick fireplace. The spacious layout offers comfortable bedrooms and well-appointed bathrooms, providing flexibility for families, guests, or work-from-home needs. A large laundry room with a utility tub sink adds everyday convenience and functionality. Step outside to your private backyard retreat with a screened patio and sparkling pool, ideal for enjoying Florida living year-round. A storage shed in the backyard provides convenient space for tools, lawn equipment, and outdoor gear. The oversized two-car garage is a rare and valuable feature and includes a full bathroom with shower, making it perfect for a workshop, hobby area, home gym, or pool access. The garage refrigerator, workbench, and shelving convey, creating a move-in-ready space for projects and storage. Additional peace of mind comes with a roof replaced in 2021, adding long-term value and helping reduce insurance concerns. Located close to parks, shopping, dining, and everything Winter Park is known for, this home offers the perfect blend of style, flexibility, and lifestyle. This is a rare opportunity to own an immaculately maintained brick 3/3 home in Winter Park with no HOA, modern updates, and features that truly set it apart.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,840
Status:
Active
MLS#:
R11156202
Type:
Single Family
Subdivision:
Country Lane
Year built:
1986
Courtesy: Arium Real Estate, LLC 321-209-0828
View additional info

ADDITIONAL INFORMATION

Enjoy the convenience of living just minutes from top-rated schools, colleges, shopping, and major highways in this beautifully updated, light-filled home set within a well-established, family-friendly lakefront community. The home features 2018 roof, fencing, and plumbing. The interior paint, fully remodeled kitchen with appliances, half bath updates and tile flooring were completed in 2021. Exterior was painted 2025. Community has private access to Tennis court, lake front park and playground. Additional highlights include a top-of-the-line whole-home power generator, reverse osmosis water filtration system, security cameras, and a new thermostat. Vaulted ceilings and abundant natural light enhance the spacious living and dining areas. The kitchen offers space for a breakfast nook.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,083
Status:
Active
MLS#:
O6375221
Type:
Single Family
Subdivision:
Casa Aloma
Lot size:
0.23 Acres
Year built:
1969
A broker reciprocity listing Courtesy: SOUTHERN LAND & HOMES 850-973-2200
View additional info

ADDITIONAL INFORMATION

Located in the highly desirable Casa Aloma neighborhood of Winter Park, this updated 3-bedroom, 2-bath, 2,083 sq ft home offers Spanish architectural combined with thoughtful modern improvements. Built in 1969, the home features concrete block construction on a concrete foundation, providing durability and peace of mind. Situated on a corner lot with updated landscaping, the property offers excellent curb appeal and outdoor functionality. Inside, the home has seen numerous recent updates, including new quartz kitchen countertops (2025), updated bathrooms, and updated walls and flooring throughout. The bonus room provides flexibility for an additional bedroom, home office, or secondary living area. Major system improvements include PEX plumbing, electrical updates completed in 2008, and a metal roof installed in 2010 over 1x12 tongue-and-groove decking, offering exceptional strength and longevity. The home is protected by an active termite bond, with Sentricon installed in 2025. The backyard is highlighted by a 15’ x 30’ inground pool, a new vinyl fence (2023), and a five-zone inground sprinkler system with a separate water meter and programmable timer. The property is located in Flood Zone X (no flood insurance required) and has no HOA. Enjoy an excellent location known for top-rated schools and just minutes from AdventHealth, Full Sail University, FL-436, and an abundance of shopping and dining options. The home is currently rented on a month-to-month lease at $2,000/month with a long-term tenant who has indicated a willingness to enter into a new lease. Do not miss the opportunity to purchase a well-maintained home with proven rental income and long-term investment potential.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,020
Status:
Active
MLS#:
O6375086
Type:
Townhouse
Subdivision:
Windward Square Sec 2
Lot size:
0.07 Acres
Year built:
1978
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY 407-695-2066
View additional info

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. ALL PLAY and NO WORK! Imagine coming home to a space where weekends are made for relaxing, entertaining, and enjoying the best of Florida living. This single-story, two-bedroom, two-bath townhome offers an effortless lifestyle in a location that puts everything within reach. Vaulted ceilings create an open, airy feel in the spacious living and dining area, while sliding glass doors lead to a private, fenced backyard with a large concrete patio?perfect for morning coffee, weekend barbecues, or unwinding after a long day. With no rear neighbors and views of the community green space, you?ll enjoy added privacy and tranquility. The kitchen is designed for everyday ease, featuring ample cabinetry, a breakfast bar, and all appliances included, making move-in simple. Retreat to the oversized primary suite with a walk-in closet and direct patio access, creating a true indoor-outdoor flow. The second bedroom offers flexibility for guests, a home office, or creative space. Step outside your front door and enjoy resort-style amenities, including three swimming pools, tennis courts, a clubhouse, and a playground—all with low HOA fees. With parking for three vehicles, convenience is built right in. Located close to shopping, dining, major roadways, and just minutes from Winter Park’s Park Avenue, this home delivers both comfort and connection. Owner-occupant only community—ideal for those looking to put down roots and enjoy a true neighborhood feel. Live more. Maintain less. Welcome home.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2026, My Florida Regional MLS DBA Stellar MLS.

Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of Tallahassee Board of Realtors. The information is provided exclusively for consumers’ personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate.


Andrea D. Conner, License # BK3437731, Xome Inc., License CQ1043756, [email protected], 844-400-XOME, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright © 2026 BeachesMLS, Inc.




Winter Park 32792 Real Estate

Winter Park is located in Florida. Winter Park, Florida 32792has a population of 29,672. Winter Park 32792 is less family-centric than the surrounding county with 26.31% of the households containing married families with children. The county average for households married with children is 31.51%.

The median household income in Winter Park, Florida 32792 is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park 32792 is 45.3 years.

Winter Park Weather

The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.

Winter Park Map

Winter Park Real Estate Market Conditions

  • Median sales price

    $420,000
    25.3%
    change since last quarter
  • # Active listings

    143
    30-day change

Winter Park Schools and Demographics

Education near Winter Park, FL

City County
High School Graduates 96.78 89.47
College Degree - 2 year 9.01 11.45
College Degree - 4 year 62.48 35.7
Graduate Degree 17.77 9.12
Expenditures per Student 12,701 12,701
Students per Teacher 17.3 17.3

Elementary Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Aloma Elementary School PK - 05 528 15.5 32792
Arbor Ridge K-8 PK - 08 764 13.6 32817
Audubon Park Elementary School PK - 05 1,182 14.8 32814
Brookshire Elementary School PK - 05 632 12.9 32792
Casselberry Elementary School PK - 05 724 13.2 32707
Eastbrook Elementary School PK - 05 809 14.2 32792
Killarney Elementary School KG - 05 444 14.8 32789
Lakemont Elementary School KG - 05 656 14.6 32792
Orange County Preparatory Academy Charter KG - 08 325 13.5 32817
Red Bug Elementary School PK - 05 827 14.3 32707
Riverdale Elementary School PK - 05 674 15 32817
Sterling Park Elementary School PK - 05 817 14.6 32707

Middle Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Einstein Montessori Academy Charter 03 - 08 40 10 32817
Glenridge Middle School 06 - 08 1,415 18.4 32814
South Seminole Middle School 06 - 08 1,228 15.5 32707
Union Park Middle School 06 - 08 873 16.8 32817

High Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Lake Howell High School 09 - 12 2,229 19.1 32792
University High School 09 - 12 3,111 22.1 32817
Winter Park High School 09 - 12 3,069 18.7 32792

Ungraded Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
* Aloma High Charter School 09 - 12 510 42.5 32792
* Winter Park Education Center 11 - 12 0 32789
Winter Park Tech AE - AE 0 32789

Demographics near Winter Park, FL 32792

Zip Code City
Neighborhood Type Suburban
Population 29,672 1,409,949
Population Density 3,393 1,562
Median Age 45.3 35.7
People per Household 2.3 2.9
Median Household Income 88,688 65,784
Average Income per Capita 67,032 33,498

Real estate near Winter Park