Winter Park FL Real Estate & Homes for Rent

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Beds:
4
Baths:
2.00
Sq.Ft.:
1,820
Status:
Active
MLS#:
O6267381
Type:
Single Family
Subdivision:
Tanglewood Sec 3 Rep
Lot size:
0.44 Acres
Year built:
1957
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
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ADDITIONAL INFORMATION

STUNNING and newly renovated MOVE IN READY split floorplan, block construction home in Winter Park! 1860 Linden Rd welcomes you with a charming combination of modern and retro features. The exterior is NEWLY repainted, and as you enter the home, you will notice an inviting living room with wood beamed ceilings and a cozy brick fireplace. The remodeled kitchen offers lots of counter space, natural light, NEW appliances, gorgeous quartz countertops and new fixtures that both modernize and preserve the home's original charm. Throughout the entire home you'll find newly installed recessed lighting, fans, NEW porcelain flooring, and NEW interior paint. There is an optional 5th bedroom/Flex space as well. BOTH bathrooms are updated with new vanities, fixtures, and brand new toilets. Experience luxury in the primary bedroom with high performance carpet and an ensuite bathroom that features a double vanity. For your convenience, there is a brand new washer and dryer located in the home. All interior doors are brand new solid wood! Step out into the oversized AIR CONDITIONED patio that has plenty of space for relaxing or entertainment. The nearly half-acre yard has a beautiful in-ground pool complete with a NEW pool filter, exterior lights, and areas for poolside seating. You could even add an ADU/Storage shed to this lot. The attached two car garage has lots of storage space, including a massive attic that features its own closet space! On top of all these nice features, the home has a NEW electrical system and plumbing was redone in 2019. This home is priced $25k less than the appraisal price. This PRIME LOCATION is close to all of the amazing shopping and dining that Downtown Orlando and Winter Park offer. Schedule your showing soon!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,031
Status:
Active
MLS#:
O6265374
Type:
Condo
Subdivision:
Hidden Oaks Condo Ph 09
Lot size:
5.93 Acres
Year built:
1984
A broker reciprocity listing Courtesy: REALTY HUB 407-900-1001
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ADDITIONAL INFORMATION

Experience the perfect blend of charm, convenience, and value in this beautifully maintained 2-bedroom, 2.5-bath townhouse-style condo nestled in the heart of the desirable Hidden Oaks community in Winter Park. Whether you're a first-time homebuyer, a savvy investor, or simply seeking a cozy space to call home, this property is a standout choice. Key Features Include: Spacious Layout: Open floor plan with 2 master suites upstairs for privacy, each with its own ensuite bathroom. Stylish Flooring: Enjoy low-maintenance living with sleek tile flooring in the kitchen and warm laminate wood throughout the rest of the home. Modern Updates: The updated kitchen and bathrooms offer contemporary design and functionality. Outdoor Living: Relax or entertain on the fenced-in patio/lanai, complete with an exterior storage room for added convenience. Community Perks: Hidden Oaks boasts a refreshing community pool and a fenced playground area, perfect for families or relaxation. Your HOA fee includes water and garbage services, offering hassle-free living. Prime Location: Just minutes from Full Sail University, UCF, Valencia College, and top-rated Winter Park schools like Glenridge Middle and Winter Park High. Easy access to major highways FL-408 and FL-417, Downtown Orlando, and Downtown Winter Park. Close to shopping, dining, and entertainment options, making it a hub of convenience. At 1,031 square feet, this property is more than just a condo – it's a gateway to the best of Orlando and beyond, including quick commutes to Orlando International Airport and attractions like Disney World. This home is a rare find in Winter Park, offering style, location, and affordability. Don't miss your chance to see it – schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,042
Status:
Active
MLS#:
O6265359
Type:
Condo
Subdivision:
Colonies
Lot size:
10.07 Acres
Year built:
1974
A broker reciprocity listing Courtesy: REALTY HUB 407-900-1001
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ADDITIONAL INFORMATION

Priced to sell! Won't last, contact us ASAP! PS: The unit is the 2nd floor unit on the left (Unit C). Welcome home, where sophistication meets tranquility in the heart of Winter Park, Florida. This meticulously crafted 2-bed, 2 bath unit epitomizes the essence of opulent living within the coveted Colonies subdivision. Whether this is your first home, or an investment property, this unit is sure to bring you tremendous joy. Located minutes from major educational institutes, and downtown Orlando, makes this an ideal location. Upon entry, you're greeted by an ambiance of elegance and refinement, highlighted by the seamless integration of modern design elements and timeless sophistication. Every corner of this meticulously appointed residence has been thoughtfully curated to offer the utmost in comfort, convenience, and luxury. The building has 2 floors, and this unit is located on the 2nd floor (Unit C). This is an entertainer's dream, boasting abundant natural light, and designer finishes throughout. The spacious living room dining combo is adjacent to the utilitarian kitchen, where culinary enthusiasts will delight in the appliances, countertops, and custom cabinetry. Retreat to the serene master suite, a sanctuary of relaxation and rejuvenation. With its generous proportions, in built closets and ensuite bathroom, it offers the perfect escape from the hustle and bustle of everyday life. The second bedroom, equally well-appointed, offers ample space and comfort for guests or family members alike. Step outside onto your private balcony and bask in the Florida sunshine as you sip your morning coffee or unwind with a beverage in the evening. Overlooking lush greenery and manicured landscaping this outdoor oasis is the perfect setting for alfresco dining or simply enjoying the gentle breeze. As a resident of the Colonies subdivision, you'll enjoy access to a host of exclusive amenities, including a sparkling community pool, perfect for cooling off on hot summer days or lounging in the sun with a good book as well as tennis courts, dog park and a clubhouse. Conveniently located just moments from the vibrant shops, restaurants, and cultural attractions of downtown Winter Park, as well as top-rated schools and parks, this coveted unit offers the ultimate in luxury living with all the conveniences of modern-day life at your fingertips. Don't miss your opportunity to experience the epitome of luxury living in Winter Park. Schedule your private showing today and make your dream of owning this unit a reality.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,894
Status:
Active
MLS#:
NS1083137
Type:
Single Family
Subdivision:
N/a
Lot size:
5.15 Acres
Year built:
1999
A broker reciprocity listing Courtesy: KINCAID REALTY 386-428-7800
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ADDITIONAL INFORMATION

Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend afternoons cruising, water skiing, tubing, or simply enjoying the water. A newly constructed custom dock, located just behind the home, ensures your boating experience is effortless and enjoyable. From the moment you arrive, the journey begins with a picturesque 1,000-foot gravel driveway that winds through lush woods, crosses a charming creek, and leads to a private gated entrance. The property is perfectly positioned between Lake Bell to the east, offering breathtaking sunrises, and Lake Wilderness to the west, showcasing spectacular sunsets. With over 1,000 feet of combined lake frontage, this setting is as rare as it is stunning. The outdoor space is a true haven, highlighted by a custom-designed pool inspired by Florida’s natural beauty, complete with solar heating for year-round comfort. Private gardens have been thoughtfully crafted to enhance the property’s serenity, providing peaceful retreats throughout the grounds. An expansive open field offers endless opportunities for family games, outdoor adventures, or quiet relaxation. This meticulously crafted home was built with exceptional attention to detail. The family room features dual walls of sliding glass doors, flooding the space with natural light and providing uninterrupted views of the lakes. The kitchen is a chef’s dream, boasting custom cabinetry, a handcrafted stone and wood hood, a gas cooktop, double ovens, and a unique center island. A cozy breakfast nook with a stone fireplace overlooks the pool, while the formal dining room exudes sophistication. The living room, complete with a gas fireplace, is the perfect place to unwind. Newly installed flooring, featuring rich and elegant Italian custom tiles, adds warmth and style throughout the home. Additionally, a brand-new roof was installed in 2024, ensuring long-lasting durability. With no HOA and ample space for vehicles, boats, and recreational toys, this property is as practical as it is beautiful. This home is also equipped with a whole house generator. Opportunities to own a lakeside estate like this are incredibly rare—don’t miss your chance to experience stunning views, abundant wildlife, and timeless charm in your own private sanctuary. SECURITY CAMERAS ON PREMISE. ALL INFORMATION IS ASSUMED ACCURATE BUT NOT GUARANTEED. MEASUREMENTS ARE APPROXIMATE. BUYERS AND THEIR AGENTS MUST VERIFY ALL INFORMATION THAT IS IMPORTANT TO THEM.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,242
Status:
Active
MLS#:
O6265319
Type:
Townhouse
Subdivision:
Trotter Rep
Lot size:
0.07 Acres
Year built:
1987
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
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ADDITIONAL INFORMATION

Welcome to this elegant three-story townhouse in the heart of Winter Park! Step through French doors into a welcoming foyer leading to a bright and open living room, seamlessly connected to the dining area. Adorned with crown molding and charming Spanish tile, this space is bathed in natural light from sliding glass doors that open to a private outdoor patio. The kitchen features white cabinets, stainless steel appliances, a pantry, and a cozy eat-in nook. A convenient half bath completes the main floor. The second floor opens with a wonderful family room featuring a fireplace and French doors that lead to a picturesque balcony overlooking the street. Two generously sized bedrooms, one with custom built-ins, share a spacious bathroom, and there’s also an indoor laundry closet for added convenience. The third-floor primary retreat is a sanctuary, with a large bathroom boasting travertine details, a jetted tub, a separate shower, dual sinks, and a large walk-in closet. The oversized bedroom is bright and airy, with French doors that open to a private balcony. A dedicated office with built-in furniture completes the third floor. This home is as functional as it is beautiful, featuring a metal lifetime roof - installed 12 years ago, whole-house replumbing in 2022, and premium new carpeting with the thickest padding installed throughout the home in 2022. Additional updates include a new water heater and irrigation system added in 2023. A two-car carport and an unbeatable location short distance to Rollins College and the iconic dining and shopping of Park Avenue complete the package. Experience the best of Winter Park living! Motivated Seller all reasonable offers will be considered.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,470
Status:
Active
MLS#:
O6267071
Type:
Single Family
Subdivision:
Cedar Ridge Unit 2
Lot size:
0.27 Acres
Year built:
1981
A broker reciprocity listing Courtesy: OTTERSEN REALTY CORP 407-925-3283
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ADDITIONAL INFORMATION

NO HOA HIGH AND DRY Block Home in Winter Park Walk to 711 restaurant's ect public transport bus with Huge Shady Lot perfect for pets with sunroom Great Location Cul De Sac NO HOA, DO YOUR THING< HUGE SHADY LOT SIDE PARKING FOR RV BOAT Rents $3000/m CUL DE SAC QUIET FAMILY HOME IN WINTER PARK

Beds:
2
Baths:
2.00
Sq.Ft.:
1,058
Status:
Active
MLS#:
O6266814
Type:
Condo
Subdivision:
Wrenwood Condo
Lot size:
0.34 Acres
Year built:
1973
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

GREAT OPPORTUNITY TO OWN A 2 BEDROOMS 2 BATHROOMS home in WINTER PARK. Close to Hospitals, Highways, Theme Parks, Rollins, UCF & Full Sail University, supermarkets, shopping centers and more. This meticulous condo unit offers TILE throughout, SCREENED PORCH with view of the courtyard, WASHER & DRYER inside of the unit, and NEW AIR CONDITIONER. Residents can enjoy access to the COMMUNITY POOL & CLUBHOUSE. Best of all, it is a one story unit with no neighbors above. NEW ROOF installed in 2022. Easy access to show the property and easy to work with. Boat is also for sale and negotiable.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,429
Status:
Active
MLS#:
S5117551
Type:
Townhouse
Subdivision:
Cranes Crk
Lot size:
0.09 Acres
Year built:
2007
A broker reciprocity listing Courtesy: MARRERO'S HOMES REALTY 407-310-1678
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ADDITIONAL INFORMATION

Beautiful brand-new Morrison Townhome features 42" Cranberry Maple cabinets, Stainless Steel appliances including refrigerator, upgrade new floors all around, new roof completed in Aug 2024. Fresh painted interior June 2024 first floor has the breakfast bar, pantry & master bedroom with bathroom, open Florida room & dinning combo spaces. the subdivision offers Hoa fees that includes Maintenance Exterior Grounds. the property has an excellent location to Baldwin Park & Park Ave, downtown Orlando 18 min, UCF 20 min, Full Sail University 5 min & easy access to highways & local stores, restaurants.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,057
Status:
Active
MLS#:
O6263364
Type:
Condo
Subdivision:
Village Winterset Inc
Lot size:
0.02 Acres
Year built:
1971
A broker reciprocity listing Courtesy: HARRISS M GANEY REALTY 407-857-1344
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ADDITIONAL INFORMATION

How wonderful would it be to live in a location where you felt you were on vaction everyday? This lovely condo near prestigious Park Avenue in Winter Park is just that. Thoughtful design is central to the interior of this condominium. Outside it boasts its own mini patio. It also has a very unususal, very desirable feture. It has its own first floor private entrance in close proximity to its personal parking space. No need to go through the lobby for this particular condo.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,936
Status:
Active
MLS#:
O6263711
Type:
Townhouse
Subdivision:
Indiana Place Twnhms Tr A
Lot size:
0.07 Acres
Year built:
2008
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

Motivated seller! NEW ROOF, LESS THAN A YEAR OLD! Nestled in the heart of Winter Park, just off Indiana Avenue, this stunning two-story townhome offers the perfect blend of modern comfort and urban convenience. Boasting 3 spacious bedrooms, 2.5 bathrooms, and an open-concept design, this home is ideal for anyone seeking a sophisticated lifestyle in one of Central Florida’s most desirable locations. Step inside to find a light-filled living space featuring elegant finishes and plenty of room to entertain. The gourmet kitchen is a chef’s dream with high-end appliances, sleek countertops, and ample storage. Upstairs, the primary suite offers a serene retreat with a luxurious en-suite bathroom and walk-in closet, while two additional bedrooms provide flexibility for guests or a home office. This home also features a brand new roof which was replaced in March of 2024 saving you thousands of dollars in future costs! Enjoy morning coffee or evening sunsets on your private patio, and take advantage of the proximity to Winter Park’s vibrant shops, renowned dining, and cultural attractions like the charming Park Avenue District along with historic Rollins College. With easy access to parks, schools, and transportation, this townhome truly has it all. Don’t miss the opportunity to live in the heart of Winter Park! Schedule your private showing today.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,440
Status:
Active
MLS#:
O6265919
Type:
Single Family
Subdivision:
Charmont
Lot size:
0.21 Acres
Year built:
2015
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC 407-645-4321
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ADDITIONAL INFORMATION

JUST LISTED – STUNNING, CONTEMPORARY ESTATE IN THE HEART OF WINTER PARK! Custom-built by award-winning builder LunDev, this masterful residence offers 4 bedrooms, 3.5 baths, 3,440 SF, and defining features which blend indoor and outdoor living seamlessly together. Large, open spaces are complimented by beautiful engineered wood floors, stone accent wall(s), an abundance of natural light, and the perfect blend of modern and sophisticated finishes. The chef’s kitchen is trimmed with gorgeous maple cabinetry, Quartz counters, and a large island. High-end Bosch appliances, including a 35” French door refrigerator, gas cooktop and built-in oven(s), create the dream space for the cook in any home. Adjacent to the kitchen is the large gathering room with gas fireplace and doors which lead to the outdoor living space. A gorgeous pool, is surrounded by professionally designed floral walls, turf grounds (for easy maintenance and care), large stepping stones and majestic palms – all of which can be enjoyed pool side or from underneath the covered lanai with phantom screens. The outdoor kitchen is equipped with a Sizzler grill and Coyote smoker. Inside on the first floor is the primary bedroom and luxurious en-suite with walk-in shower and separate soaking tub. Upstairs are three oversized guest bedrooms, two full baths, and a multi-purpose bonus room. Additional features include: PGT aluminum, low-e windows, open cell spray foam insulation, buried propane tank, 2 Rinnai tankless gas water heaters, zoned AC, and more. Zoned for the coveted Audubon K-8 and WPHS school district. Conveniently located near Park Avenue, Baldwin Park, Audubon Park, and more.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,296
Status:
Active
MLS#:
O6266127
Type:
Single Family
Subdivision:
Glencoe Sub
Lot size:
0.34 Acres
Year built:
1928
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
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ADDITIONAL INFORMATION

Welcome to 2330 Westminster Court, a stunning 5-bedroom, 3-bathroom residence nestled in the heart of Winter Park. This beautifully, fully updated home offers a perfect blend of modern elegance and classic charm, making it an ideal retreat for families and entertainers alike. Step inside to discover a spacious, light-filled interior featuring top-to-bottom renovations that include a stylish kitchen, luxurious bathrooms, and multiple inviting living spaces. With ample room for everyone, the open-concept layout is perfect for large gatherings. Outside, enjoy your expansive .34-acre lot located on a peaceful cul-de-sac, providing a serene backdrop for outdoor activities and relaxation. The oversized detached garage offers an additional 500+ sq. ft. of versatile workspace—ideal for hobbies, projects, or extra storage. With no HOA restrictions, you can fully personalize your space to fit your lifestyle! The property’s prime location is a standout feature—just steps away from the picturesque Lake Killarney and a short ride to the shopping and dining options at Park Ave and Winter Park Village. Plus, with convenient access to I-4, everything you need is within easy reach. Embrace the perfect blend of freedom and convenience! Don’t miss the opportunity to own this exceptional home. Schedule your private showing today and experience the charm of Winter Park living!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,589
Status:
Active
MLS#:
TB8331485
Type:
Single Family
Subdivision:
Meadows At Hawks Crest
Lot size:
0.12 Acres
Year built:
2020
A broker reciprocity listing Courtesy: FLAT FEE MLS REALTY 813-642-6030
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ADDITIONAL INFORMATION

Single Family two story home in beautiful private Winter Park community. 20 foot ceilings, tile roof, too much to describe. 9month leaseback required. Pics to follow

Beds:
2
Baths:
2.00
Sq.Ft.:
1,085
Status:
Active
MLS#:
O6265656
Type:
Condo
Subdivision:
Winter Park Woods Condo
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: HOMEVEST REALTY 407-897-5400
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ADDITIONAL INFORMATION

MUST SEE! Freshly renovated unit in an amazing location minutes from Full Sail University and UCF! This 2 bed/1 bath condo boasts upgrades that include stainless steel appliances, quartz countertops, a breakfast bar, and laminate flooring with new carpet on the second floor. The covered balcony is perfect for entertaining or relaxing after a long day. Enjoy community amenities such as two swimming pools, a playground, and a tennis court! Conveniently surrounded by shopping, major highways and top rated schools. Don't miss out on this beautiful property!

Beds:
2
Baths:
2.00
Sq.Ft.:
953
Status:
Active
MLS#:
S5117382
Type:
Condo
Subdivision:
Stratford A Winter Park Condo
Lot size:
0.02 Acres
Year built:
1973
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

PRIME LOCATION IN WINTER PARK! Beautiful MOVE-IN READY second floor 2 bedroom 2 bathroom condo FEATURING 18" TILE throughout with wood LAMINATE in the bedrooms....NO CARPET!! The Kitchen has been upgraded to include CHERRY WOOD CABINETS, GRANITE COUNTERTOPS, and STAINLESS STEEL APPLIANCES! The Primary bedroom complete with TILE Walled SHOWER and Large WALK-IN CLOSET. All rooms have CEILING FANS. HVAC was replaced 2023. Hot Water Tank 2019. The ROOF was replaced in 2019 and recent EXTERIOR PAINTING in 2023. This unit is located in the back of the complex making it one of the most PRIVATE. There are TWO Community Pools!! Both are in walking distance from the unit. Included in the HOA is cable, internet and water. Close to shopping, restaurants and major roadways as well as Full Sail University, Herzing College and Rollins College. Schedule your private showing TODAY!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,907
Status:
Active
MLS#:
O6266098
Type:
Townhouse
Subdivision:
Grayson Square
Lot size:
0.04 Acres
Year built:
2024
A broker reciprocity listing Courtesy: FLORIDA CONNEXION PROPERTIES 407-574-2636
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ADDITIONAL INFORMATION

Brand new townhouse available today! Just constructed this year this property offers a great floorplan: with a lot of natural light and lot of coziness. Fall in love with the modern and spacious house located in a great area! Close to shops and markets this is an amazing opportunity for those looking for a quiet neighborhood but close to everything at the same time! Schedule a tour today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,300
Status:
Active
MLS#:
O6265811
Type:
Condo
Subdivision:
Winter Park Woods Condo
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: PREMIUM PROPERTIES REAL ESTATE 407-380-2800
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ADDITIONAL INFORMATION

This beautiful second to third floor condo has the feel of a townhouse/residential treehouse! The gorgeous clerestory windows accent the cathedral primary bedroom ceilings and laminate flooring along with two balconies for morning coffee, cappucino and reflection. Kitchen features breakfast bar serve through area which opens to a combination living dining area which easily converts to a large great room. Third bedroom is downstairs making a convenient or more private office or bedroom. Winter Park Woods is located in a welcoming and well-connected neighborhood featuring community pool, kid's play area and tennis and offers residents easy access to a variety of local shops, cafes, and restaurants, all within a short distance. The community is well-established, providing a peaceful atmosphere surrounded by mature trees and vibrant greenery—ideal for nature enthusiasts. Its prime location near Full Sail University and the University of Central Florida makes it a perfect choice for both scholars and professionals looking for convenience and comfort. Do not wait on this one! Call today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,856
Status:
Active
MLS#:
O6265551
Type:
Single Family
Subdivision:
Brookshire Heights
Lot size:
0.22 Acres
Year built:
1961
A broker reciprocity listing Courtesy: ROSANNA REAL ESTATE GROUP LLC 407-590-2607
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ADDITIONAL INFORMATION

!***Come and see this beautiful home SATURDAY-FEB 1st- 1pm- 4pm*** Welcome to 2310 CADY WAY in the highly sought-after WINTER PARK community of BROOKSHIRE HEIGHTS with its beautiful tree lined streets and Fantastic Amenities including an olympic sized SWIMMING POOL at Cady Way Pool, Winter Park Pines Public Golf Course, tennis and pickleball courts and scenic biking trails and TOP SCHOOLS. This meticulously maintained LIGHT & BRIGHT OPEN CONCEPT home boasts 3 SPACIOUS BEDROOMS 2 BATHS, 2- Car Garage and NEWLY UPDATED SCREENED in LANAI offering Additional Living Space . The Home has been BEAUTIFULLY UPDATED: [KITCHEN REMODEL-cabinets, stone countertops] [BATHROOM REMODEL-cabinets, countertops] [Newer STAINLESS STEEL  appliances] [Newer 6 PANEL DOORS] [SCREEN ROOM UPDATED w TILE FLOORING] [NEW SLIDING GLASS DOORS] [UPGRADED WINDOWS] UPDATED BREAKERS & ELECTRICAL] [PLUMBING REPIPED] [PROFESSIONAL LANDSCAPE LIGHTING & SPRINKLER SYSTEM] [HVAC- NEW DUCTWORK and INSULATION]  and so much more...LOCATION, LOCATION, LOCATION! You are also conveniently close to FULL SAIL, UCF and Valencia Colleges, shopping, dining, OIA, the Crosby Wellness Center, and AdventHealth Winter Park. Less than a 10 minute drive to Park Ave shopping and dining experiences **SELLER IS OFFERING a $2,000 CLOSING COST Credit for RATE Buy Down or IMPROVEMENTS!!** Make your Appointment Today...

Beds:
5
Baths:
4.00
Sq.Ft.:
3,246
Status:
Active
MLS#:
O6264761
Type:
Single Family
Subdivision:
Lake Forest Park
Lot size:
0.22 Acres
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
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ADDITIONAL INFORMATION

Pre-Construction. To be built. Your Dream Home Is Ready To Be Built! Pre-Construction Opportunity! Build-to-Suit! Build your custom dream home with renowned Konkol Homes in one of Central Florida’s most desirable areas! This nearly 1/4-acre lot is perfectly situated near Baldwin Park, East End Market, Audubon Park K-8, Rollins College, and Advent Health. The stunning Transitional Modern design features 3,246 sq. ft. of living space, offering 5 bedrooms, 4 baths, and a loft. The first-floor primary and guest suites provide convenience and privacy, while the Chef’s Kitchen flows seamlessly into the oversized Gathering Room in this open-concept design. The second floor includes three additional bedrooms, two with walk-in closets, and a spacious loft. Enjoy the benefits of a No HOA community in a well-established neighborhood, all while staying close to Baldwin Park and Winter Park’s vibrant events and amenities. Buyers who act now can still customize your finishes and materials. Zoned for top-rated schools, this is your opportunity to build your dream Oasis and enjoy the Florida lifestyle!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,032
Status:
Active
MLS#:
O6264959
Type:
Single Family
Subdivision:
Lawndale
Lot size:
0.16 Acres
Year built:
1950
A broker reciprocity listing Courtesy: TALENT REALTY SOLUTIONS 407-910-2020
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ADDITIONAL INFORMATION

Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida! • Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. • Fireplace: Cozy wood-burning fireplace, perfect for relaxing evenings. • Lot Size: Expansive lot with endless possibilities for outdoor living, gardening. This stunning home is a must-see! Perfect as a cozy retreat or an exceptional investment opportunity in a prime location.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
590
Status:
Active
MLS#:
O6264889
Type:
Condo
Subdivision:
Colonies
Lot size:
10.07 Acres
Year built:
1974
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
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ADDITIONAL INFORMATION

Welcome to a prime investment opportunity in the heart of Winter Park! This Charming Efficiency Condo offers a rare chance to own a property with an established, long-term tenant in place, ensuring steady, reliable income for years to come. This unit is perfect for an investor seeking a low-maintenance, income-producing asset, ideal for a student, or anyone looking for a stylish simple and fantastic location. This beautifully updated unit has a New AC unit (2024), New Oven (2024), New Dishwasher (2024), New Disposal (2024), blinds, lighting, bathroom cabinets, fresh paint and luxury vinyl flooring. This cozy condo makes the most of every square foot. The sleek new flooring compliments the neutral tones of the walls, creating a stylish, low maintenance living area that flows naturally. The efficient kitchen is well-equipped and ready for your culinary creations. Ideal for those who appreciate a clean, minimalist style, this space is ready to move in and enjoy or to use as an investment. Long term (20+years), amazing tenant on month to month. Located close to local amenities, shops, and public transportation, less than 3 miles to Full Sail University, 4 miles to UCF, and 4 miles to Rollins College.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,807
Status:
Active
MLS#:
O6265870
Type:
Single Family
Subdivision:
Tamarak
Lot size:
0.45 Acres
Year built:
1983
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE III 407-207-0825
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully upgraded 3-bedroom, 2.5-bathroom single-family home, nestled in the heart of Winter Park, Florida. Offering over 1,800 square feet of thoughtfully designed living space, while sitting on over an acre of land, this home combines modern comfort with the charm of one of Central Florida's most desirable neighborhoods. The open-concept floor plan features a large living room that flows seamlessly into the dining area, perfect for entertaining guests or enjoying cozy family evenings. While the kitchen space is functional and offers a great layout, it’s an exciting blank canvas for new owners to design their dream kitchen. Whether you're envisioning sleek, modern finishes or a cozy, traditional design, the possibilities are endless. To help make your vision a reality, the seller is offering a generous $10,000 CONCESSION at closing to be used toward the kitchen remodel or other improvements. This gives you the flexibility to upgrade appliances, countertops, cabinets, or flooring — whatever you choose to make this home truly your own. With plenty of space, an existing breakfast bar, and an open flow into the dining area, the foundation is already in place to create a stunning kitchen that will enhance both the functionality and beauty of this home. The generously sized master bedroom offers a peaceful retreat with a walk-in closet and remodeled en-suite bathroom, complete with a double vanity. Two additional bedrooms are ideal for family, guests, or a home office. The fenced backyard provides a private oasis for relaxation, play, or outdoor dining. Situated in a quiet, tree-lined neighborhood, you'll be just minutes from Winter Park's best attractions, including Park Avenue, world-class dining, shopping, and the scenic Winter Park Chain of Lakes. Excellent schools, parks, and recreational opportunities are nearby, making this an ideal location for families. Easy access to major highways and just a short drive to downtown Orlando. With its perfect blend of style, comfort, and location, this home offers everything you need and more. Don’t miss the opportunity to make it yours!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,698
Status:
Active
MLS#:
O6264178
Type:
Condo
Subdivision:
Whisperwood Condo
Lot size:
6.71 Acres
Year built:
1974
A broker reciprocity listing Courtesy: REGENCY REAL ESTATE LLC 407-469-5021
View additional info

ADDITIONAL INFORMATION

PRICE IMPROVEMENT!! This beautifully updated 2- story condo offers spacious living in a prime location, just minutes from shopping, dining, and entertainment. Featuring 3 generously sized bedrooms, including a master suite with its own en-suite bathroom, this home also boasts a versatile BONUS ROOM upstairs— perfect for an office, playroom, or additional living space. With 3 full bathrooms, there's no shortage of room for everyone. The kitchen has been updated with brand-new appliances, creating the perfect space for cooking and entertaining. A convenient indoor laundry room adds to the home's functionality. The downstairs area features stunning new porcelain tile, offering both durability and a sleek, modern look throughout the living spaces. For parking, enjoy a 2-car carport with extra storage space. The condo's outdoor spaces are equally impressive, with a beautifully pavered front patio and a large backyard courtyard with screened-in porch offering even more room to relax and entertain. The community pool is an added bonus, ideal for cooling off and unwinding. With so many modern amenities and a great location, this condo is the perfect place to call home.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,270
Status:
Active
MLS#:
O6263469
Type:
Single Family
Subdivision:
Sorenson Heights
Lot size:
0.38 Acres
Year built:
1950
A broker reciprocity listing Courtesy: RE/MAX 200 REALTY 407-629-6330
View additional info

ADDITIONAL INFORMATION

Here is your prime opportunity to own a great property in the heart of Winter Park at 411 Sylvan Drive. This expansive lot, surrounded by $2M+ homes, offers endless possibilities. Whether you envision remodeling the existing sturdy brick home or building your dream estate, this property is ready to meet your needs. Included with the sale are fully approved plans for a stunning 5,000 sq. ft. modern home featuring 5 bedrooms and 5.5 baths, complete with structural and civil engineering, tree surveys, and more—ready for permitting and immediate construction. For buyers seeking a renovation project, the existing brick home with a concrete pad provides a solid foundation to create a beautiful pool home. The property also boasts a 10-foot-deep pool that requires minimal restoration, making it a standout feature. Large lots like this are increasingly rare in Winter Park making this a truly exceptional opportunity. Don’t miss your chance to invest in this remarkable Winter Park property with unlimited potential—schedule your showing today! See it in person to take in all of it's appeal!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,105
Status:
Active
MLS#:
A4632112
Type:
Condo
Subdivision:
Parkview Village
Year built:
1984
A broker reciprocity listing Courtesy: FLATFEE.COM 954-965-3990
View additional info

ADDITIONAL INFORMATION

Charming Remodeled Condo in Winter Park, FL Welcome to 2923 Antique Oaks Cir, Unit 37 — a beautifully updated 1,105 sq. ft. first-floor condo offering 2 bedrooms, 2 bathrooms, and modern upgrades throughout. Located in the highly sought-after Winter Park School District, this property combines comfort, style, and convenience. Property Highlights: Size & Layout: Spacious 1,105 square feet with a thoughtfully designed floor plan. Updated Interiors: Recently remodeled with modern finishes, including brand-new appliances (convection oven, refrigerator, dishwasher), and a new stackable washer/dryer in the interior laundry room. Outdoor Living: Relax on your private screened patio, perfect for morning coffee or evening unwinding. Community Features: Resort-Style Amenities: Enjoy a sparkling pool, a soothing hot tub, and meticulously maintained grounds. Pet-Friendly & Welcoming: Dog-friendly and community-oriented, providing a quiet and peaceful atmosphere. Prime Location: Zoned for A-rated Winter Park schools and just 2 miles away, this condo offers unmatched convenience: Walkable access to dining, shopping, and entertainment. Minutes from Park Avenue, Baldwin Park, Winter Park Hospital, and Downtown Orlando. Close to top educational institutions: Valencia College, Rollins College, Full Sail University, and UCF. With an HOA that provides excellent management and care, this is an incredible opportunity to own in a desirable and high-quality location.

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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


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Winter Park Real Estate

Winter Park is located in Florida. Winter Park, Florida has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% 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 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 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

    $475,000
    25.3%
    change since last quarter
  • # Active listings

    313
    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
Aspire Academy Charter KG - 05 111 8.5 32804
Audubon Park Elementary School PK - 05 1,182 14.8 32814
Brookshire Elementary School PK - 05 632 12.9 32792
Dommerich Elementary School PK - 05 603 15.1 32751
Eastbrook Elementary School PK - 05 809 14.2 32792
Fern Creek Elementary School PK - 05 326 12.1 32803
Hillcrest Elementary School PK - 05 463 14.5 32803
Hungerford Elementary School PK - 05 283 13.5 32751
Killarney Elementary School KG - 05 444 14.8 32789
Lake Silver Elementary School PK - 05 688 12.3 32804
Lake Sybelia Elementary School PK - 05 600 13.3 32751
Lakemont Elementary School KG - 05 656 14.6 32792
Orlando Science Elementary Charter KG - 05 482 15.1 32804
Princeton Elementary School PK - 05 488 13.2 32804

Middle Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Glenridge Middle School 06 - 08 1,415 18.4 32814
Maitland Middle School 06 - 08 909 18.9 32751
Robert E Lee Middle 06 - 08 1,034 17.2 32804

High Schools near Winter Park, FL

Grades Students P/T Ratio ZIP
Edgewater High School 09 - 12 1,782 20 32804
Lake Howell High School 09 - 12 2,229 19.1 32792
Winter Park High School 09 - 12 3,069 18.7 32792
Workforce Advantage Academy Charter 09 - 12 238 47.6 32803

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
Broward Science Charter School UG - UG 0 32804
Central Florida Leadership Academy Charter 06 - 12 189 15.8 32803
Gateway 06 - 12 63 3.7 32804
Hospital Homebound PK - 12 229 4 32804
La Amistad School KG - 12 48 9.6 32751
Orlando Science Middle High Charter School 06 - 12 555 15.4 32804
Pace Center for Girls 06 - 12 34 6.8 32803
Silver Star Center 06 - 12 25 2.5 32804
Winter Park Tech AE - AE 0 32789

Demographics near Winter Park, FL

City County
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