Winter Park, FL Houses for Sale

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  /37

  $835,000

  $10K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,589 Sq Ft

  1090 Wildmeadow Run, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buy-down that reduces the buyer's interest rate and monthly payment.**This luxurious Modern Style home epitomizes maintenance-free living, featuring a premium, state of the art solar system YOU OWN OUTRIGHT, nearly eliminating your cost of

  

  Rod Chevalier

  BHHS FLORIDA REALTY

  1090 Wildmeadow Run, Winter Park, FL 32792
• Explore Winter Park

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  /31

  $369,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  440 Cambridge Blvd, Winter Park, FL 32789

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 440 Cambridge Blvd in Winter Park, a charming 2-bedroom, 1-bath home featuring an open floorplan, an additional family room, and inviting indoor-outdoor spaces that offer both comfort and flexibility. Thoughtfully

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  440 Cambridge Blvd, Winter Park, FL 32789
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  /65

  $950,000

  Open Sat 12PM - 2PM $200K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,431 Sq Ft

  1800 Magnolia Ave, Winter Park, FL 32789

  Virtually Staged. JULY 2026 NEW CONCRETE CIRCULAR DRIVE AND NEW CONCRETE SIDEWALKS! PRICE IMPROVEMENT! NO HOA! SEPTIC INSPECTED AND CERTIFIED. Experience refined living in this renovated custom designed home on a corner lot in one of the area’s most peaceful and private neighborhoods. Tucked away at the end of a quiet dead-end street, this residence offers an exceptional blend of craftsmanship,

  

  Kathy Summers

  FLORIDA REALTY INVESTMENTS

  1800 Magnolia Ave, Winter Park, FL 32789
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  /42

  $355,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,397 Sq Ft

  3374 Hamlet Loop, Winter Park, FL 32792

  Tucked inside a quiet Winter Park neighborhood, this three-bedroom, two-bath home offers a comfortable layout and a sense of privacy that’s hard to find. No rear neighbors and a tree-lined backyard create a peaceful setting you’ll appreciate every day. The main living area is open and versatile, allowing you to arrange the space in a way that truly fits your lifestyle. The living room and dining

  

  Barrett Spray

  KELLER WILLIAMS ADVANTAGE REALTY

  3374 Hamlet Loop, Winter Park, FL 32792
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  /71

  $799,000

  • 4 Beds
  • 3 Baths
  • 2,155 Sq Ft

  950 S Kentucky Ave, Winter Park, FL 32789

  Rare Winter Park Opportunity | City-Approved 4,338 SF Buildable Area | R-2 Zoning | Detached Guest HouseJust a very short walk to Park Avenue, with restaurants, cafés, wine bars and boutiques within steps in virtually every direction, 950 S. Kentucky Avenue offers an exceptional combination of location, land, flexibility and future potential.Set on a 7,890-square-foot R-2 lot overlooking

  

  Gwendolen Flynn

  COLDWELL BANKER REALTY

  950 S Kentucky Ave, Winter Park, FL 32789
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  /43

  $465,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft

  3641 Hawthorne Ln, Winter Park, FL 32792

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the highly desirable Winter Park area. Combining comfort, style, and an unbeatable location, this charming residence offers the perfect opportunity for homeowners seeking a move-in-ready property in one of Central Florida's most sought-after communities. Step inside to discover a bright and inviting floor plan designed

  

  Keegan Siegfried

  LPT REALTY, LLC

  3641 Hawthorne Ln, Winter Park, FL 32792
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  /20

  $435,000

  $65K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,376 Sq Ft

  501 Heritage Blvd, Winter Park, FL 32792

  Welcome to this beautifully remodeled, move-in-ready home in the highly sought-after Winter Park area. This single-story residence features 4 bedrooms and 2 bathrooms, offering a bright, open floor plan with modern finishes designed for both comfort and functionality.A standout feature of this property is its commitment to sustainable living and energy efficiency. Highlights

  Bernardo Carrasquel B EXP REALTY LLC

  501 Heritage Blvd, Winter Park, FL 32792
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  /49

  $1,099,900

  $99K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,652 Sq Ft

  1448 Lake Florence Way, Winter Park, FL 32792

  Located within an intimate gated community of just 28 homes and only a short drive to Downtown Winter Park, this exceptional former model home by K. Hovnanian Homes showcases over $200,000 in builder and custom upgrades with luxury finishes and thoughtful design throughout. Residents enjoy access to a private community dock, perfect for launching a canoe or paddleboard or simply relaxing while

  Abby Nelson RE/MAX 200 REALTY

  1448 Lake Florence Way, Winter Park, FL 32792
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  /75

  $2,190,000

  • 3 Beds
  • 3.5 Baths
  • 2,422 Sq Ft

  1420 Aloma Ave, Winter Park, FL 32789

  Experience a rare expression of design-forward lakefront living on Lake Sylvan in the heart of Old Winter Park. Fully remodeled through a comprehensive, down-to-the-studs transformation, virtually every major component is new—giving this approximately 2,400-square-foot residence the quality, systems and finishes of a modern custom home. Framed by mature live oaks and sweeping 180-degree water

  Alejandra Silva METROPOLITAN R.E SOLUTIONS INC

  1420 Aloma Ave, Winter Park, FL 32789
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  /51

  $2,650,000

  New Construction $150K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,553 Sq Ft

  541 W Canton Ave, Winter Park, FL 32789

  Timeless elegance meets boutique craftsmanship at 541 W Canton Ave., an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Near Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm. From its dormer windows and custom-carved wood

  Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

  541 W Canton Ave, Winter Park, FL 32789
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  /31

  $474,000

  $21K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,596 Sq Ft

  2803 Banchory Rd, Winter Park, FL 32792

  Located in Winter Park Pines, this 4-bedroom, 2-bath home offers a warm, flexible layout with comfortable living spaces and everyday functionality throughout. With 1,596 square feet, the home provides room to gather, relax, entertain, and adapt to changing needs over time.Inside, the floor plan includes both a living room and a separate family room, creating useful separation for daily

  Melissa Johnson EXP REALTY LLC

  2803 Banchory Rd, Winter Park, FL 32792
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  /50

  $1,800,000

  $200K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,065 Sq Ft

  723 Symonds Ave, Winter Park, FL 32789

  Built by Clarkson Concepts and ideally located in the heart of Winter Park just moments from Park Avenue, this sophisticated modern residence blends luxury design, smart-home innovation, and effortless indoor-outdoor living across three thoughtfully designed levels. From the moment you arrive, the striking foyer makes a memorable first impression with its bold geometric detailing, designer

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  723 Symonds Ave, Winter Park, FL 32789
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  /10

  $1,250,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,525 Sq Ft

  1870 Staunton Ave, Winter Park, FL 32789

  Pre-Construction. To be built. Discover a rare opportunity to build a fully custom residence in the highly sought-after Killarney Shores neighborhood of Winter Park—one of the last areas where new construction at this level remains attainable below $1.3M. Exclusively curated by The Hope Group, this offering pairs premier design with a seamless build experience alongside Deep Roots Construction,

  Vinny Lay COMPASS FLORIDA LLC

  1870 Staunton Ave, Winter Park, FL 32789
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  /29

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  1915 Carrigan Ave, Winter Park, FL 32792

  Virtually Staged. This charming 3-bedroom, 1-bathroom Winter Park home offers 1,520 square feet of comfortable living space and plenty of flexibility. The spacious living areas provide room for relaxing and entertaining, while the bedrooms can accommodate a primary suite, guest room, home office, or additional personal space. The outdoor deck and pergola create additional space for dining,

  Chris Wallace MAINSTAY BROKERAGE LLC

  1915 Carrigan Ave, Winter Park, FL 32792
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  /2

  $5,000

  • 3 Beds
  • 2 Baths
  • 1,585 Sq Ft

  2310 Devon Ct, Winter Park, FL 32789

  Foreclosure Auction Ends August 31, 2026 at 11:00 AM EST. Explore this charming 3-bedroom, 2-bath residence set in a peaceful and well-located Winter Park community. The list price is the opening bid for the online auction. Sold As-is.

  Jamie Boone Jamie L Boone LLC

  2310 Devon Ct, Winter Park, FL 32789
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  /39

  $574,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft

  1354 Indiana Ave, Winter Park, FL 32789

  Virtually Staged. Fabulous location in Winter Park! Completely remodeled from top to bottom this stunning home blends modern design with everyday comfort in a highly desirable Winter Park location. Thoughtfully updated with stylish and contemporary finishes throughout this home offers a bright and open feel that’s perfect for today’s lifestyle.The beautifully renovated interior features a

  Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

  1354 Indiana Ave, Winter Park, FL 32789
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  /6

  $2,235,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,150 Sq Ft

  926 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a

  Laura Earl CORCORAN PREMIER REALTY

  926 Enclave Place, Winter Park, FL 32792
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  /4

  $2,050,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,813 Sq Ft

  930 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a

  Matthew Burks CORCORAN PREMIER REALTY

  930 Enclave Place, Winter Park, FL 32792
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  /41

  $2,750,000

  • 4 Beds
  • 4.5 Baths
  • 3,676 Sq Ft

  948 Poinciana Ln, Winter Park, FL 32789

  Virtually Staged. Beautifully updated and thoughtfully designed, this four-bedroom, three-and-one-half-bath residence blends sophisticated interiors, inviting living spaces and an impressive outdoor setting. Gorgeous curb appeal and meticulously maintained landscaping create a welcoming first impression, while extensive recent improvements bring a fresh, refined feel throughout. Just off the

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  948 Poinciana Ln, Winter Park, FL 32789
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  /47

  $614,500

  $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  2708 Lion Heart Rd, Winter Park, FL 32792

  Welcome to 2708 Lion Heart Rd, where timeless charm meets modern elegance in the heart of Winter Park. This beautifully reimagined home has been thoughtfully renovated from top to bottom, offering a seamless blend of style, comfort, and functionality.Step inside to discover brand-new luxury vinyl plank flooring flowing throughout, creating a warm and cohesive feel in every room. The

  Navid Rokh EQUITYPRO LLC

  2708 Lion Heart Rd, Winter Park, FL 32792
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  /53

  $1,725,000

  • 4 Beds
  • 3.5 Baths
  • 3,727 Sq Ft

  1840 Bryan Ave, Winter Park, FL 32789

  Welcome to modern luxury in the heart of Winter Park! This custom 2014-built estate rests on an expansive double lot in the highly sought-after Lakeview Terrace community. Offering nearly 3,800 sq. ft. of sophisticated yet comfortable living space, this 4-bedroom, 3.5-bath residence combines timeless architectural details—including soaring vaulted ceilings, crown molding, and dark hardwood

  Jennifer Draper REAL BROKER, LLC

  1840 Bryan Ave, Winter Park, FL 32789
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  /67

  $4,900,000

  • 5 Beds
  • 5.5 Baths
  • 4,961 Sq Ft

  1180 Via Lugano, Winter Park, FL 32789

  A pristine location in the Vias of Winter Park, this refined Santa Barbara-inspired Mediterranean estate rests on nearly half an acre — a rare double lot. A 2006 custom build by Maroon Fine Homes and renovated in 2024 by Greg Hardwick, this estate blends timeless architecture with comfortable sophistication and functionality. A stone’s throw to the celebrated shops and dining of Park Avenue,

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  1180 Via Lugano, Winter Park, FL 32789
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  /83

  $1,800,000

  $389K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,382 Sq Ft

  2032 Kimbrace Place, Winter Park, FL 32792

  A PRIVATE BALINESE RESORT IN THE HEART OF WINTER PARK5 Bedrooms | 4 Bathrooms | 3,400+ SF|Saltwater Pool & Spa|Minutes to Park AvenueWelcome to a rare offering where luxury, tranquility, and architectural sophistication converge. Nestled in one of Winter Park's most desirable neighborhoods, just minutes from the boutiques, fine dining, and cultural attractions of Park Avenue, this custom

  Rob Sassos SIMPLICITY: A RE BROKERAGE CO

  2032 Kimbrace Place, Winter Park, FL 32792
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  /37

  $599,000

  $96K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,669 Sq Ft

  1707 Harmon Ave, Winter Park, FL 32789

  A timeless blend of historic charm and modern luxury awaits in this beautifully restored 1927 Florida bungalow, nestled in the highly sought-after and peaceful neighborhood of Orwin Manor in Winter Park. Rich in character and thoughtfully updated throughout, this exceptional residence seamlessly combines the elegance of its original architecture with the comfort and sophistication of modern

  Nicole Howell FANNIE HILLMAN & ASSOCIATES

  1707 Harmon Ave, Winter Park, FL 32789
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  /34

  $657,777

  $131K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  2418 Euston Rd, Winter Park, FL 32789

  Welcome to this beautifully updated three-bedroom, two-and-a-half-bath home located in the highly sought-after Winter Park 32789 zip code, just moments from scenic Lake Killarney. Situated on an oversized 0.27-acre lot with no HOA, this exceptional property offers endless possibilities, including ample space to add a pool, guest house/ADU, or create the custom outdoor living space of your dreams.

  Richard Bavec TOLARIS REALTY GROUP LLC

  2418 Euston Rd, Winter Park, FL 32789
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  /27

  $1,574,900

  New Construction Open Sat 3:30PM - 6PM

  • 5 Beds
  • 4.5 Baths
  • 3,252 Sq Ft

  1526 Miller Ave, Winter Park, FL 32789

  New Construction! New photos coming soon! First photo is a rendering of the new home and the following photos are interiors of a similar model by the builder. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  1526 Miller Ave, Winter Park, FL 32789
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  /20

  $404,995

  $45K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft

  1840 Aster Dr, Winter Park, FL 32792

  Virtually Staged. Step into this well maintained 3 bedroom 2 bath home located in a highly sought after Winter Park, Garden Lake Estates. Nestled in Seminole County, A rated school zone! The home also sits on a large lot with plenty of room for outdoor living, No rear neighbors for added privacy, gardening or future expansion. This property offers endless potential. Featuring a newer roof, this

  Brendon Spalding KONA REALTY SERVICES LLC

  1840 Aster Dr, Winter Park, FL 32792
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  /68

  $820,000

  Open House 8/29 $30K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,242 Sq Ft

  1927 Eland Ave, Winter Park, FL 32789

  *Ask about a lender provided credit up to $12,500 on this home!*1927 Eland Avenue is a rare single family home for sale in Winter Park FL 32789, located on a quiet dead end street with no rear neighbors. This Winter Park home features a main residence plus a detached in law suite ADU built in 2022, offering exceptional flexibility for multi generational living, guest accommodations, or rental

  Ryan Leitter CHARLES RUTENBERG REALTY ORLANDO

  1927 Eland Ave, Winter Park, FL 32789
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  /38

  $850,000

  Open Sat 10:30AM - 1:30PM

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft

  1431 Palm Ave, Winter Park, FL 32789

  Welcome to this beautifully maintained 1960s home nestled in one of Winter Park’s desirable neighborhoods, where classic charm meets thoughtful modern updates. Set along picturesque brick streets shaded by mature trees, this inviting home offers a warm, light-filled interior and a private backyard oasis. From the moment you enter, you’ll notice the abundance of natural light and the large windows

  Kelsey Payton ALL REAL ESTATE & INVESTMENTS

  1431 Palm Ave, Winter Park, FL 32789
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  /12

  $1,699,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,530 Sq Ft

  2308 Mulbry Dr, Winter Park, FL 32789

  Under Construction. In a coveted Winter Park enclave, this masterful LUIH residence balances contemporary grandeur with effortless livability. Spanning 2,500 square feet of open-concept living space, the home features four bedrooms and three-and-a-half lavish bathrooms. Framed by hand-selected architectural stone, the elegant entryway reveals a luminous interior anchored by wide-plank light oak

  Brandon Geers COMPASS FLORIDA LLC

  2308 Mulbry Dr, Winter Park, FL 32789
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  /31

  $419,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  1842 Puritan Ave, Winter Park, FL 32792

  Modern design , open concept layout , sleek quartz counter top , all new appliances, new luxury vinyl plank flooring, new lanai upgrade. This beautiful 4 bedroom and 2 full bath is situated on a 8,250 square feet lot, which was newly fenced in 2024 which gives a sense of privacy and spaciousness. As you exit the interior through the French door into the lanai . There is two detached shed for your

  Karan Jodha MOBED REALTY, P.A

  1842 Puritan Ave, Winter Park, FL 32792
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  /59

  $2,195,000

  $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,691 Sq Ft

  1885 Temple Dr, Winter Park, FL 32789

  Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich

  Jennifer Sloan COMPASS FLORIDA LLC

  1885 Temple Dr, Winter Park, FL 32789
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  /31

  $669,000

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,605 Sq Ft

  2833 Prince John Rd, Winter Park, FL 32792

  Virtually Staged. Welcome to a residence where timeless design meets modern sophistication in the highly sought-after Winter Park Pines community—one of Winter Park's most established neighborhoods, celebrated for its tree-lined streets, oversized homesites, exceptional schools, and proximity to world-class dining, shopping, golf, and cultural attractions. With no HOA, this thoughtfully renovated

  Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

  2833 Prince John Rd, Winter Park, FL 32792
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  /59

  $1,999,990

  New Construction Open Sat 11AM - 1PM $100K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,330 Sq Ft

  525 S Lakemont Ave, Winter Park, FL 32792

  Thoughtfully designed with an uncompromising commitment to quality, craftsmanship, and detail, this exceptional new construction residence is an expression of luxury living. Defined by its striking architecture and refined contemporary design, the home makes an unforgettable first impression with a dramatic two-story foyer featuring soaring ceilings, a statement staircase with custom millwork,

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  525 S Lakemont Ave, Winter Park, FL 32792
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  /36

  $405,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,533 Sq Ft

  3440 Allston Ln, Winter Park, FL 32792

  Exceptional Single-Family Home in Winter Park, FLThis beautifully maintained 3-bedroom, 2.5-bathroom residence offers an impressive open floor plan with elegant laminate flooring throughout, updated just two years ago. The renovated kitchen (2019) features granite countertops and comes fully equipped with all appliances. Major capital improvements include a new roof (2019) and a new HVAC

  Hugo Hernandez EXIT GLOBAL REALTY

  3440 Allston Ln, Winter Park, FL 32792
• 

  

  /5

  $299,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft

  2313 Knoll St, Winter Park, FL 32792

  Winter Park address with Seminole County taxes, and a new roof already in place from 2023. Three bedrooms, two baths, roughly 1,235 sf of living space in solid concrete block with central air. The 9,000 sf lot is fenced and shaded by mature oaks, with an established chicken coop and a 550 sf carport with workshop space. Flood Zone X, so no lender-required flood insurance. No HOA. No CDD. For an

  Terry Yonker BUCKEYE REALTY LLC

  2313 Knoll St, Winter Park, FL 32792
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  /28

  $439,900

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,746 Sq Ft

  5340 N Lake Burkett Ln, Winter Park, FL 32792

  Beat the heat in the Large Community Pool or bring your boat or jet skis and enjoy the Private Lake Access! There is also Fishing Dock and Playground further inviting you to enjoy the outdoors! Welcome to Exceptional Florida Living! Welcome to Trinity Bay, a charming community offering deeded access to Lake Burkett, a private 75-acre spring-fed ski lake featuring navigable access to Lake Martha.

  Tanya McDonnell RE/MAX TOWN & COUNTRY REALTY

  5340 N Lake Burkett Ln, Winter Park, FL 32792
• 

  

  /8

  $2,700,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,588 Sq Ft

  648 Worthington Dr, Winter Park, FL 32789

  Under Construction. Located in the Kenilworth Shores neighborhood, this stunning new residence brings an elevated level of new construction to an increasingly desirable pocket of Winter Park. A sophisticated modern farmhouse façade creates an impressive first impression, framed by a sweeping double-entry curved driveway that gives the home a commanding yet welcoming presence. Inside, the

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  648 Worthington Dr, Winter Park, FL 32789
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  /26

  $370,000

  • 3 Beds
  • 2 Baths
  • 1,283 Sq Ft

  780 Baffie Ave, Winter Park, FL 32789

  Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood

  Melissa Woodman FANNIE HILLMAN & ASSOCIATES

  780 Baffie Ave, Winter Park, FL 32789
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  /46

  $775,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,589 Sq Ft

  1369 Blue Stem Ln, Winter Park, FL 32792

  Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, and modern efficiency. Ideally located just five minutes from top-rated private schools, this two-story single-family home is designed for both luxurious living and everyday functionality. Upon entry, you are welcomed by a dramatic grand foyer

  He Gao U S GLORY REALTY

  1369 Blue Stem Ln, Winter Park, FL 32792

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Why Live in Winter Park

Winter Park, located near Orlando, Florida, began in the 1880s as a planned community appealing to northern ex-pats with its warm winters, good schools, and lively arts scene. Today, it maintains its "City of Arts and Culture" nickname with museums and a vibrant cultural atmosphere. The main commercial district, Park Avenue, features high-end boutiques and bistros, including The Ravenous Pig, a renowned gastropub. Rollins College and The Rollins Museum of Art are local highlights, along with The Alfond Inn, which serves as a social hub. The city’s nearly 30,000 residents enjoy highly rated schools such as Winter Park High and Trinity Preparatory School of Florida. Housing options range from petite bungalows to lakeside mansions, with styles including New Traditional, midcentury-era ranch homes, Colonial Revival, and Contemporary homes. The Winter Park Chain of Lakes offers boating, kayaking, and paddleboarding opportunities, while Central Park provides 11 acres of green space with walking paths and a rose garden. Annual events like the Winter Park Sidewalk Arts Festival and Christmas on Park attract visitors and foster community spirit. Residents have access to Interstate 4, SunRail, and Lynx buses for transportation, with Orlando International Airport about 20 miles away. Winter Park’s crime rates are lower than the national average, making it a safer area compared to nearby Orlando.

Learn more about living in Winter Park

Single Family Home Prices in Winter Park, FL

The median price for single family homes in Winter Park is $614,750, and there are 227 single family home listings available for sale.

Single Family Home Price Trends

Median Home Price $614,750	Median 3-Bedroom Home Price $468,000
Median 4-Bedroom Home Price $830,750	Median 5-Bedroom Home Price $2,100,000