Winter Park, FL Homes

• 

  

  

  /29

  $405,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft

  5600 Revelwood Loop, Winter Park, FL 32792

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!!!! Clean, BRIGHT and MOVE IN READY!!! Prepare to be IMPRESSED with this BEAUTIFUL 4 bedroom, 2 Bath 1598 Sq Ft home in the quaint and quiet Bridgewater Community! This terrific Winter Park home is LIGHT-FILLED, SPACIOUS and has a terrific 3 way split floorplan. Upon entering the home, you

  Tami Vincent REAL ESTATE PROS

  5600 Revelwood Loop, Winter Park, FL 32792
• 

  

  

  /50

  $1,765 - $3,399 per month

  Seven41 Winter Park

  Studio-2 Beds

  741 Clay St, Winter Park, FL 32789

  Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.

  741 Clay St, Winter Park, FL 32789
• 

  

  /2

  $1,175,000 Sold Jul 08, 2025

  • 1,867 Sq Ft
  • $629/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1925

  835 Antonette Ave, Winter Park, FL 32789

  Charming 1925 Craftsman with Spanish-Style Guest Apartment in Winter Park's College Quarter.Nestled in the heart of the historic College Quarter, this beautifully preserved 1925 Craftsman home offers timeless character, modern livability, and a rare bonus: a separate Spanish/Moorish-style garage apartment with its own unique architectural flair.The main house features 3 bedrooms, 2

  Alexis Davis FANNIE HILLMAN & ASSOCIATES

  835 Antonette Ave, Winter Park, FL 32789
• 

  

  

  /30

  Est $1,597,911 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,066 Sq Ft

  311 E Morse Blvd Unit 1-1, Winter Park, FL 32789

  311 E Morse Blvd Unit 1-1, Winter Park, FL 32789
• 

  

  

  /70

  $2,495,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,551 Sq Ft

  940 Lincoln Cir, Winter Park, FL 32789

  Under contract-accepting backup offers. Now offered at $2,495,000—an outstanding value for a thoughtfully designed pool home on a spacious lot in Winter Park’s most sought after neighborhoods. Located in the heart of the “Golden Triangle”—the core residential district just a short walk from Park Avenue’s world-class shopping and dining—940 Lincoln Circle is a beautifully renovated West Indies/Key

  Padgett McCormick KELLY PRICE & COMPANY LLC

  940 Lincoln Cir, Winter Park, FL 32789
• 

  

  /30

  $4,500 per month

  • 4 Beds
  • 3 Baths
  • 2,818 Sq Ft
  • House for Rent

  1289 Heavenly Cove, Winter Park, FL 32792

  Welcome to this move in ready 4-bedroom, 3-bath, 3-car garage pool home located in the exclusive gated community of Eden Point, a desirable Winter Park address! From the moment you arrive, you'll be impressed by the gorgeous elevation, paver driveway, and inviting front porch. This home offers a thoughtful split floor plan, tray ceilings, and rich Bamboo floors, creating a sense of space and

  Shahrin Alam COLDWELL BANKER RESIDENTIAL RE

  1289 Heavenly Cove, Winter Park, FL 32792
• 

  /2

  $1,825,000 Sold Jul 08, 2025

  • 3,830 Sq Ft
  • $477/SF
  • 10 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2007

  1665 Temple Dr, Winter Park, FL 32789

  A rare gem in the heart of the Vias – Nestled in one of Winter Park’s most sought-after neighborhoods, this beautifully designed home is the epitome of comfort, luxury, and convenience. Located just minutes from Park Avenue, top-rated schools, and the best dining and shopping in Central Florida, this property offers an unbeatable lifestyle in a truly prime location.Inside, the home

  Brandon Geers COMPASS FLORIDA LLC

  1665 Temple Dr, Winter Park, FL 32789
• 

  

  /47

  Est $281,378 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,322 Sq Ft

  200 Saint Andrews Blvd Unit 1203, Winter Park, FL 32792

  200 Saint Andrews Blvd Unit 1203, Winter Park, FL 32792
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  /32

  $200,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,281 Sq Ft

  4952 Tangerine Ave, Winter Park, FL 32792

  Under contract-accepting backup offers. Beautifully Updated 2BR/2BA Winter Park Townhome that is move-In Ready for a homeowners or investors. Rare opportunity to own a well-maintained 2-story townhome in a desirable Winter Park community. This spacious unit features 2 large bedrooms and 2 full bathrooms, an open floor plan, and numerous recent updates. Downstairs boasts ceramic tile and premium

  Rick Brown KELLER WILLIAMS ADVANTAGE 2 REALTY

  4952 Tangerine Ave, Winter Park, FL 32792
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  /50

  $1,200 - $1,715 per month

  Winter Park Woods

  Studio-3 Beds

  7200 Aloma Ave, Winter Park, FL 32792

  This community boasts a prime location that effortlessly combines charm with convenience. Nestled in a well established neighborhood, it offers residents easy access to an array of amenities, including local shops, cafes, and restaurants, all just a short stroll away. The mature landscaping creates a tranquil atmosphere, inviting residents to take leisurely walks and enjoy the scenery.

  7200 Aloma Ave, Winter Park, FL 32792
• 

  /2

  $1,275,000 Sold Jul 08, 2025

  • 3,140 Sq Ft
  • $406/SF
  • 83 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2018

  2536 Brookshire Ave, Winter Park, FL 32792

  Welcome to 2536 Brookshire Ave, a spacious 4-bedroom, 3.5-bath modern farmhouse located in the heart of Winter Park. The open floor plan enhances connectivity throughout, with a first-floor primary suite featuring generous his and her closets. Designer lighting and plumbing fixtures, custom interior paint, 8-foot doors, and wood-like tile floors create a cohesive design.Enjoy additional

  Richard Palmano PALMANO GROUP RE BROKERAGE LLC

  2536 Brookshire Ave, Winter Park, FL 32792
• 

  

  /64

  Est $712,672 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,575 Sq Ft

  1327 Fountain Hills Ct, Winter Park, FL 32792

  1327 Fountain Hills Ct, Winter Park, FL 32792
• 

  

  /61

  $487,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,598 Sq Ft

  1545 Indiana Ave Unit B, Winter Park, FL 32789

  Tucked away on a quiet street blocks from the cultural heartbeat of Winter Park is this 3-bedroom, 2.5-bath townhouse-style condo that offers a balance of comfort, convenience, and charm. With nearly 1,600 square feet of thoughtful space, the two-story home lives large, featuring an open-concept main floor with high ceilings, ceramic tile throughout, a spacious kitchen with granite counters and

  Ron Murray MAGIC REALTY LLC

  1545 Indiana Ave Unit B, Winter Park, FL 32789
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  /28

  $3,850 per month

  • 2 Beds
  • 1.5 Baths
  • 897 Sq Ft
  • Condo for Rent

  640 N Park Ave Unit 3, Winter Park, FL 32789

  Iconic, Art-Deco Park Aire Condominiums in Winter Park. This first floor property has been fully renovated with elegant, high-end finishes. Beautiful, wood floors throughout. Light & airy - this condo is surrounded by windows and light cascades through the large picture window that looks out over the surrounding scenery & landmarks, including Casa Feliz, St. Margaret Mary and the Winter Park

  Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

  640 N Park Ave Unit 3, Winter Park, FL 32789
• 

  /2

  $519,180 Sold Jul 08, 2025

  • 2,205 Sq Ft
  • $235/SF
  • 201 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1965

  2518 Sweetwater Trail, Winter Park, FL 32789

  Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its

  Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  2518 Sweetwater Trail, Winter Park, FL 32789
• 

  

  /18

  Est $263,446 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  7781 Country Place Unit J-1, Winter Park, FL 32792

  7781 Country Place Unit J-1, Winter Park, FL 32792
• 

  

  /33

  $279,500

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  2358 Sun Valley Cir, Winter Park, FL 32792

  Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this completely REMODELED single-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering nearly 1,300 square feet of interior living space, plus an enclosed SUNROOM for year-round enjoyment. As you enter the foyer, you’ll immediately

  Natalie Kauffman KELLER WILLIAMS CLASSIC

  2358 Sun Valley Cir, Winter Park, FL 32792
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  /39

  $903 - $1,535 per month

  San Jose Apartments

  1-3 Beds

  2353 Winter Woods Blvd, Winter Park, FL 32792

  Come home to San Jose Apartments and enjoy the advantages of spacious apartments and ample parking. We have a wide variety of living spaces to choose from, all with large closets and modern amenities. You'll love our beautiful swimming pool and clubhouse. Call today to make San Jose Apartments your new home.TDD:711 for hearing impaired assistance.

  2353 Winter Woods Blvd, Winter Park, FL 32792
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  /2

  $965,000 Sold Jul 07, 2025

  • 2,245 Sq Ft
  • $430/SF
  • 11 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2024

  1760 Mondrian Cir, Winter Park, FL 32789

  Don’t miss out on the final new construction unit available - act fast! Discover unparalleled luxury at Mondrian Winter Park, where contemporary design meets the tranquil beauty of Lake Killarney. We are excited to share that this is the LAST corner unit of a highly coveted floor plan in our exclusive community of just 30 modern townhomes along the serene shoreline. Each residence features

  Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1760 Mondrian Cir, Winter Park, FL 32789
• 

  

  /8

  Est $204,092 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,031 Sq Ft

  7308 Forest Hill Ct Unit 232, Winter Park, FL 32792

  7308 Forest Hill Ct Unit 232, Winter Park, FL 32792
• 

  

  /49

  $1,585,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,662 Sq Ft

  1450 Glencoe Rd, Winter Park, FL 32789

  Experience the charm and comfort of this one-story, Key West-style pool home, nestled on a brick-lined street and canopied by majestic oaks in the highly sought-after Virginia Heights neighborhood. Within true walking distance of Rollins College and Park Avenue, and in the Audubon K-8 school district, this home was thoughtfully designed for everyday living and entertaining.The 2,662 SF home

  MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1450 Glencoe Rd, Winter Park, FL 32789
• 

  

  /24

  $1,650 per month

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft
  • Condo for Rent

  3045 Aaron Burr Ave Unit 12, Winter Park, FL 32792

  condo located at The Colonies in Winter Park. Close to UCF, Full Sail University and centrally located to shopping malls, major highways, restaurants and theme parks. Just 11 minutes from Orlando international Airport. This cozy 2 bedroom is perfect for a quick access to all that Orlando has. New FLOOR and a clean fresh home to make a perfect lifestyle for anyone, properties),, move-in concierge

  Angel Ramirez LPT REALTY, LLC

  3045 Aaron Burr Ave Unit 12, Winter Park, FL 32792
• 

  /2

  $2,100,000 Sold Jul 07, 2025

  • 3,182 Sq Ft
  • $660/SF
  • 36 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1926

  104 Cortland Ave, Winter Park, FL 32789

  Commanding an elevated position with tranquil views of Lake Mizell, this quintessential 1926 estate artfully fuses period elegance with refined, modern enhancements. Moments from the boutiques and restaurants of Park Avenue, the residence welcomes with a paver circular drive and a private, gated side entry leading to a detached two-car garage. A brick-clad front porch and mature landscaping frame

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  104 Cortland Ave, Winter Park, FL 32789
• 

  

  /24

  Est $350,623 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  220 Killarney Bay Ct Unit 2, Winter Park, FL 32789

  220 Killarney Bay Ct Unit 2, Winter Park, FL 32789
• 

  

  /50

  $1,349,500 Open Sat 1PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,714 Sq Ft

  1371 Lyndale Blvd, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. As you enter this renovated 4-bedroom, 2.5-bathroom home within the city limits of Winter Park, you're immediately welcomed by a bright, open living and dining area anchored by a stunning wet bar, complete with sink, cabinetry, ice maker, and floating shelves. All completed with light modern porcelain tile flooring. To your right, the kitchen

  Tiffany Pantozzi ALIGN REAL ESTATE LLC

  1371 Lyndale Blvd, Winter Park, FL 32789
• 

  

  /16

  $1,135 - $1,975 per month

  Sorrento

  Studio-3 Beds

  2400 Howell Branch Rd, Winter Park, FL 32792

  2400 Howell Branch Rd, Winter Park, FL 32792
• 

  /2

  $425,000 Sold Jul 07, 2025

  • 1,508 Sq Ft
  • $282/SF
  • 42 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1983

  7249 Abbey Ln, Winter Park, FL 32792

  Charming Winter Park Home with Pool on Oversized Lot – No HOA!Welcome to 7249 Abbey Lane, a lovely home offering the perfect blend of comfort, character, and convenience in Winter Park—within desirable Seminole County and zoned for top-rated schools.This spacious home features an open layout with laminate flooring, crown molding, and updated bathrooms that bring a modern touch to

  Jackie Criswell RE/MAX TOWN & COUNTRY REALTY

  7249 Abbey Ln, Winter Park, FL 32792
• 

  

  /17

  Est $206,850 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,365 Sq Ft

  7460 Swallow Run Unit 42, Winter Park, FL 32792

  7460 Swallow Run Unit 42, Winter Park, FL 32792
• 

  

  /22

  $277,900

  • 2 Beds
  • 2.5 Baths
  • 1,186 Sq Ft

  Unlisted Address

  Step into refined living in this beautifully remodeled two-story condo, tucked within the charming Lazy Oaks community of Winter Park. Just over 1,200 sq ft, this 2-bedroom, 2.5-bath home offers tasteful updates, modern finishes, and effortless comfort—minutes from everything.The main floor features a spacious open layout with tiled flooring, combining kitchen, dining, and living areas.

  Adriana Gonzalez PERFECT INVESTMENT REALTY

  Unlisted Address
• 

  

  /23

  $1,895 per month

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft
  • Condo for Rent

  851 Miles Ave Unit 9, Winter Park, FL 32789

  Imagine living in this completely renovated two-bedroom, one-bathroom second-floor condominium unit near downtown Winter Park at Aragon Condos. This intimate, two-building, two-story condominium community comprises just twenty-eight units focused around a central courtyard.Features include: • Recently remodeled kitchen including all cabinetry, countertops, marble tile backsplash,

  Richard Traynor FLORIDA ONE REAL ESTATE LLC

  851 Miles Ave Unit 9, Winter Park, FL 32789
• 

  /2

  $1,050,000 Sold Jul 07, 2025

  • 3,377 Sq Ft
  • $311/SF
  • 9 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1964

  2923 Cove Trail, Winter Park, FL 32789

  A RARE Winter Park Estate Blending TIMELESS CRAFTSMANSHIP with MODERN FLEXIBILITY & RESORT-STYLE Living comes to market for the FIRST TIME. 2923 Cove Trail is nestled between the best of Winter Park & Maitland. Masterly created by the renowned Charlie Clayton it blends unmatched craftsmanship with modern design & flexibility craved by you, today’s discerning buyer. REIMAGINED in 2011 this

  Robin Delaney KELLER WILLIAMS ADVANTAGE III

  2923 Cove Trail, Winter Park, FL 32789
• 

  

  /34

  Est $326,586 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  196 Balfour Dr Unit 4, Winter Park, FL 32792

  196 Balfour Dr Unit 4, Winter Park, FL 32792
• 

  

  /28

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  1330 Merrydale Way, Winter Park, FL 32792

  Welcome to Enclave at Hawks Crest! This corner-unit 3-bedroom, 2.5-bath townhome offers added privacy, extra natural light, and peaceful pond views, all in one of Winter Park’s most desirable gated communities. Built in 2021, this thoughtfully upgraded home features a custom wood-accent TV wall with LED lighting and floating console, plus a beautifully designed kitchen island with matching wood

  Marcelle Da Silva Sampaio SELECTA REALTY LLC

  1330 Merrydale Way, Winter Park, FL 32792
• 

  

  /11

  $1,252 - $1,726 per month

  Solis at Winter Park

  1-2 Beds

  7502 Sun Key Blvd, Winter Park, FL 32792

  Property Tours AvailableWe are now welcoming virtual, self-guided, and agent led tours. Please contact us today to schedule your appointment.Solis at Winter Park, FL Apartments boast premier location great for both business and leisure. The wide selection of one and two bedroom apartments ensure you will find a layout that fits your needs perfectly. Every apartment home comes decked out with huge

  7502 Sun Key Blvd, Winter Park, FL 32792
• 

  /2

  $705,000 Sold Jul 03, 2025

  • 2,245 Sq Ft
  • $314/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  1840 Laurel Rd, Winter Park, FL 32789

  Unlock the potential of this charming 3-bedroom, 2-bathroom home—ideal for renovation or building your custom dream residence. Nestled among a mix of beautifully preserved historic homes and stunning new construction, this property is located in one of Central Florida’s most sought-after neighborhoods.The home features classic terracotta tile flooring, two cozy wood-burning fireplaces—one

  Julie Glass KEYSEEKERS REAL ESTATE

  1840 Laurel Rd, Winter Park, FL 32789
• 

  

  /30

  Est $655,742 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  1086 Azalea Ln Unit 1, Winter Park, FL 32789

  1086 Azalea Ln Unit 1, Winter Park, FL 32789
• 

  

  /26

  $209,500

  • 2 Beds
  • 2.5 Baths
  • 1,031 Sq Ft

  3370 Cedar Springs Place Unit 156, Winter Park, FL 32792

  Ideally situated just minutes from Full Sail University, UCF, and major retailers, this well-appointed 2-bedroom, 2.5-bath townhome-style condo offers both comfort and convenience. The main floor features a spacious living and dining area with a breakfast nook, a guest half bath, and updated appliances. Upstairs, you’ll find two generously sized master suites, each with its own private bathroom.

  Qing Lin SPRINGHILL PROPERTIES LLC

  3370 Cedar Springs Place Unit 156, Winter Park, FL 32792
• 

  

  /21

  $1,490 per month

  • 1 Bed
  • 1 Bath
  • 759 Sq Ft
  • Condo for Rent

  604 Trinidad Ct Unit 604, Winter Park, FL 32792

  Single level renovated 1 bedroom and 1 bathroom villa with tile floors and newer kitchen. Washer and dryer are included. There is also a wood burning fireplace, and private patio. Located in winter park next to Full Sail, close to university Blvd where you can find many restaurants, entertainment, good transportation, about 10 minutes away from Park Ave, about 15 minutes from downtown Orlando,

  Armando Gonzalez AG REALTY SERVICES LLC

  604 Trinidad Ct Unit 604, Winter Park, FL 32792
• 

  /2

  $426,000 Sold Jul 03, 2025

  • 1,674 Sq Ft
  • $254/SF
  • 39 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  2028 Sussex Rd, Winter Park, FL 32792

  In the sought-after Winter Woods community of Winter Park, this 3-Bedroom and 2-Bathroom home with almost 1,700 SQFT of recently updated living space offers both functionality and convenience. Situated on an oversized lot overlooking a pond, this home is perfect for anyone seeking a turn-key opportunity with optimal privacy. Upon entering the home, a large and spacious living area is to the

  Padgett McCormick KELLY PRICE & COMPANY LLC

  2028 Sussex Rd, Winter Park, FL 32792
• 

  

  /8

  Est $702,158 Not Listed For Sale

  • 1 Bed

  470 W Comstock Ave, Winter Park, FL 32789

  470 W Comstock Ave, Winter Park, FL 32789

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