Homes in ZIP Code 32789

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  /44

  $1,649,999

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft

  1166 Oaks Blvd, Winter Park, FL 32789

  HUGE PRICE IMPROVEMENT-MOTIVATED SELLER-Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all the charm of Winter Park’s renowned Park Avenue. Located in a peaceful neighborhood, this elegant residence combines sophisticated craftsmanship with luxury features throughout its expansive 2,860 square feet of thoughtfully designed living space. Relax on

  Kevin Kelly FANNIE HILLMAN & ASSOCIATES

  1166 Oaks Blvd, Winter Park, FL 32789
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• 

  

  

  /103

  $2,027 - $4,366 per month

  Paseo at Winter Park Village

  1 - 3 Beds

  940 W Canton Ave, Winter Park, FL 32789

  Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

  940 W Canton Ave, Winter Park, FL 32789
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  /2

  $3,900,000 Sold Feb 18, 2025

  1341 College Point, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 4,279 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Below List Price
  • $911/SF
  • 66 Days On Market

  Current Estimated Value $3,820,842

  Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  1341 College Point, Winter Park, FL 32789
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  /43

  Est $1,746,382 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,660 Sq Ft

  1809 Harland Park Dr, Winter Park, FL 32789

  1809 Harland Park Dr, Winter Park, FL 32789
• 

  

  

  /54

  $1,973,450

  • 4 Beds
  • 3.5 Baths
  • 3,307 Sq Ft

  2614 Parkland Dr, Winter Park, FL 32789

  One of the most competitively priced, fully remodeled luxury pool homes in the highly sought-after Audubon K-8 and Winter Park school district with over 3,300 square feet of exceptional living space, capped with a brand-new, architecturally stunning tile barrel roof that blends timeless Mediterranean elegance with lasting durability. 2614 Parkland Drive, a fully reimagined luxury residence in the

  Ryan Gaston JW GASTON LLC

  2614 Parkland Dr, Winter Park, FL 32789
• 

  

  /48

  $10,950 per month

  • 4 Beds
  • 3 Baths
  • 2,918 Sq Ft
  • House for Rent

  2220 Via Tuscany, Winter Park, FL 32789

  Now available fully furnished, this elegant single-story residence on Winter Park’s prestigious Via Tuscany offers an exceptional opportunity to lease in one of Central Florida’s most coveted neighborhoods. Just steps from the Winter Park Racquet Club, this thoughtfully updated home features four bedrooms, three bathrooms, and designer-appointed interiors curated for both comfort and

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  2220 Via Tuscany, Winter Park, FL 32789
• 

  /2

  $775,000 Sold May 21, 2025

  1818 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,265 Sq Ft
  • Built 2018

  Last Sold Summary

  • 6% Below List Price
  • $342/SF
  • 189 Days On Market

  Current Estimated Value $802,463

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1818 Mondrian Cir, Winter Park, FL 32789
• 

  /2

  Est $1,836,587 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 4,638 Sq Ft

  1411 Border Dr, Winter Park, FL 32789

  1411 Border Dr, Winter Park, FL 32789
• 

  

  /37

  $824,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft

  737 N Capen Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Welcome to this stunning Mid-century style 3 bedroom, 2 bath, 1930 sq ft home with a 2 car garage, where sleek modern design meets functionality. Step into the open-concept living space and be captivated by the abundance of natural light streaming through the large windows, creating a warm and inviting atmosphere. The centerpiece of this home is the gourmet

  Jenn Carlisle LPT REALTY, LLC

  737 N Capen Ave, Winter Park, FL 32789
• 

  

  /50

  $1,680 - $3,440 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

  $500,000 Sold Feb 06, 2025

  2842 Eastern Pkwy, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft
  • Built 1953

  Last Sold Summary

  • $477/SF
  • 0 Days On Market

  Current Estimated Value $510,438

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  2842 Eastern Pkwy, Winter Park, FL 32789
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  /44

  Est $850,041 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,602 Sq Ft

  436 W Swoope Ave, Winter Park, FL 32789

  436 W Swoope Ave, Winter Park, FL 32789
• 

  

  /26

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,115 Sq Ft

  720 N Pennsylvania Ave, Winter Park, FL 32789

  Nestled in one of Winter Park’s most sought-after locations, this 3-bedroom, 2-bathroom home seamlessly blends modern elegance with everyday comfort. From the moment you step inside, you'll be captivated by the sleek, contemporary finishes, recessed lighting, and stylish fixtures that enhance every space. The open living and dining room combo creates a bright and welcoming atmosphere, perfect for

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  720 N Pennsylvania Ave, Winter Park, FL 32789
• 

  

  /20

  $3,600 per month

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft
  • House for Rent

  220 Overlook Rd, Winter Park, FL 32789

  Charming Cape Cod–style home available for lease in the heart of Winter Park. Ideally located just one block from Lake Mizell and moments from Park Avenue and Rollins College, this residence offers an exceptional lifestyle surrounded by premier shops, dining, and local amenities.The home features a spacious and inviting floor plan with a large living room, sunroom or dining area, and two

  Julie Bombardo PREMIER SOTHEBY'S INTL. REALTY

  220 Overlook Rd, Winter Park, FL 32789
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  /2

  $1,335,000 Sold Jul 15, 2025

  1077 Minnesota Ave, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 3,046 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $438/SF
  • 75 Days On Market

  Current Estimated Value $1,299,936

  Last Listing Agent Jake Johnson SHORES REAL ESTATE

  1077 Minnesota Ave, Winter Park, FL 32789
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  /2

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 687 Sq Ft

  700 Melrose Ave Unit G, Winter Park, FL 32789

  700 Melrose Ave Unit G, Winter Park, FL 32789
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  /53

  $339,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft

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

  Under contract-accepting backup offers. PRICED TO SELL! Nestled in the heart of Winter Park, this updated 2 bedroom, 2 bath second floor corner unit offers the perfect blend of comfort and convenience. The renovated kitchen with its inviting counter seating seamlessly opens to the dining area and family room, highlighted by a cozy corner fireplace. The vaulted ceilings provide a generous feel to

  Lisa Gould KELLER WILLIAMS WINTER PARK

  520 Killarney Bay Ct Unit 2, Winter Park, FL 32789
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  /24

  $1,280 - $1,525 per month

  Park East - Park Knowles Apartments

  Studio - 2 Beds

  311 N Knowles Ave, Winter Park, FL 32789

  Park East Apartments, a charming community of studio, one, and two bedroom homes in the heart of Winter Park, FL. Spacious, modern interiors welcome you inside, as a collection of convenient resident amenities allows you to relax and enjoy residential life in style.Choose from a wide array of floor plans and layouts to find the home that meets your needs. Your fully equipped kitchen opens

  311 N Knowles Ave, Winter Park, FL 32789
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  /2

  $580,000 Sold Apr 21, 2025

  3006 Northwood Blvd, Winter Park, FL 32789

  • 4 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 1953

  Last Sold Summary

  • 2% Below List Price
  • $339/SF
  • 1 Day On Market

  Current Estimated Value $652,346

  Last Listing Agent Chris Creegan CREEGAN GROUP

  3006 Northwood Blvd, Winter Park, FL 32789
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  /15

  Not Listed For Sale

  • 2 Beds
  • 3,098 Sq Ft

  1858 Cornell Ave, Winter Park, FL 32789

  1858 Cornell Ave, Winter Park, FL 32789
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  /76

  $7,200,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 5,939 Sq Ft

  550 Palmer Ave, Winter Park, FL 32789

  Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins Residential Design and brought to life by Sean Wulff

  John McDade FANNIE HILLMAN & ASSOCIATES

  550 Palmer Ave, Winter Park, FL 32789
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  /44

  $7,000 per month

  • 4 Beds
  • 5 Baths
  • 3,302 Sq Ft
  • House for Rent

  519 Park North Ct, Winter Park, FL 32789

  Discover refined single-story living at 519 Park North Court, an exceptional luxury rental in the heart of Winter Park. This beautifully appointed four-bedroom, three-and-a-half-bath residence offers an ideal blend of elegance and comfort, with a thoughtfully designed split floor plan that ensures both privacy and functionality for modern living.The home welcomes you with a formal living room

  Kelly Price KELLY PRICE & COMPANY LLC

  519 Park North Ct, Winter Park, FL 32789
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  /2

  $890,000 Sold Jun 12, 2025

  1762 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,265 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $393/SF
  • 114 Days On Market

  Current Estimated Value $897,262

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1762 Mondrian Cir, Winter Park, FL 32789
• 

  

  /60

  Est $1,635,132 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,105 Sq Ft

  1318 Chapman Cir, Winter Park, FL 32789

  1318 Chapman Cir, Winter Park, FL 32789
• 

  

  /58

  $739,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,538 Sq Ft

  2955 Lolissa Ln, Winter Park, FL 32789

  Under contract-accepting backup offers. Discover The Hills of Winter Park, a quiet, tree-lined community just minutes from Park Avenue. This beautifully updated single-family home offers 3,902 square feet of living space on a 0.20-acre lot. It features two spacious primary suites—one located upstairs with a vaulted shiplap ceiling, three walk-in closets, and a private balcony overlooking the pool

  Catherine Williams COLDWELL BANKER RESIDENTIAL RE

  2955 Lolissa Ln, Winter Park, FL 32789
• 

  

  /35

  $1,575 - $1,795 per month

  The Lofts of Winter Park Village

  1 Bed

  520 N Orlando Ave, Winter Park, FL 32789

  Discover urban living at its best in Winter Park's The Lofts! Offering a unique 2-level loft, the allure of high ceilings, oversized windows, and industrial touches reminiscent of New York City's ambiance. Step into the heart of the action, surrounded by Regal Movie Theatre, Crisp & Greens, Jeni's Ice Cream, Cheesecake Factory, Bar Italia, Publix, Free People, and much more. This unique urban

  520 N Orlando Ave, Winter Park, FL 32789
• 

  /2

  $1,575,000 Sold Aug 14, 2025

  1394 Grove Terrace, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,958 Sq Ft
  • Built 2002

  Last Sold Summary

  • $532/SF
  • 5 Days On Market

  Current Estimated Value $1,558,272

  Last Listing Agent Dee Morgan KELLY PRICE & COMPANY LLC

  1394 Grove Terrace, Winter Park, FL 32789
• 

  

  /14

  Est $547,478 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,818 Sq Ft

  1821 Hammerlin Ave Unit A, Winter Park, FL 32789

  1821 Hammerlin Ave Unit A, Winter Park, FL 32789
• 

  

  /88

  $8,500,000

  • 5 Beds
  • 6 Baths
  • 6,502 Sq Ft

  1112 Preserve Point Dr, Winter Park, FL 32789

  Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordinary Lake Berry home has it all including 1.97 acres of land adjacent to the historic Genius Preserve

  Kelly Price KELLY PRICE & COMPANY LLC

  1112 Preserve Point Dr, Winter Park, FL 32789
• 

  

  /15

  $1,950 per month

  • 1 Bed
  • 2 Baths
  • 1,153 Sq Ft
  • Property for Rent

  250 Carolina Ave Unit 307, Winter Park, FL 32789

  Spacious One Bedroom two full bathroom condo, open floor plan, two balconies large kitchen, laundry room, outdoor storage area. Third floor unit with elevator and under building parking. This gated community offers tennis courts, large swimming pool and community club.EXCELLENT location, one block away from Park Ave and short walk to the Winter Park sunrail station, Rollins College. Saturday

  Rod Arzouni VERANDA PARK REALTY LLC

  250 Carolina Ave Unit 307, Winter Park, FL 32789
• 

  /2

  $690,000 Sold May 08, 2025

  1806 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,016 Sq Ft
  • Built 2018

  Last Sold Summary

  • 1% Below List Price
  • $342/SF
  • 61 Days On Market

  Current Estimated Value $715,739

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1806 Mondrian Cir, Winter Park, FL 32789
• 

  

  /24

  Est $836,358 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft

  1224 S Pennsylvania Ave Unit 4, Winter Park, FL 32789

  1224 S Pennsylvania Ave Unit 4, Winter Park, FL 32789
• 

  

  /46

  $1,295,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,363 Sq Ft

  800 Hamilton Place Ct, Winter Park, FL 32789

  Custom-built and beautifully maintained, this large 3-bedroom home with loft is located in prime Old Winter Park on a quiet cul-de-sac. The interior boasts 18'+ high ceilings, creating a grand and airy atmosphere throughout the main living spaces. High-end finishes include Viking stainless steel appliances, dolomite marble tile flooring, and a thoughtfully designed, functional layout ideal for

  Julian Torres, Jr EPIC REAL ESTATE ADVISORS LLC

  800 Hamilton Place Ct, Winter Park, FL 32789
• 

  

  /35

  $1,750 - $2,750 per month

  Hannibal Square

  2 Beds

  433 W New England Ave, Winter Park, FL 32789

  We have 9 beautiful, and unique buildings located in Hannibal Square: 400, 430, 433, 444, 470 and 558 W. New England Ave., 362 S. Pennsylvania Ave. and 402 W. Welbourne Ave. Onsite parking is available in our 7 story parking garage located at 362 S. Pennsylvania Ave. There are a limited number of storage and garage spaces available as well!Our apartment options include: studio, 1/1, 2/1, 2/2,

  433 W New England Ave, Winter Park, FL 32789
• 

  /2

  $329,900 Sold Jan 30, 2025

  311 E Morse Blvd Unit 7-15, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft
  • Built 1960

  Last Sold Summary

  • $684/SF
  • 3 Days On Market

  Current Estimated Value $322,715

  Last Listing Agent Susan Logan LOGAN LAND & HOMES, INC.

  311 E Morse Blvd Unit 7-15, Winter Park, FL 32789
• 

  

  /22

  Est $5,506,168 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 5,430 Sq Ft

  300 S Interlachen Ave Unit 601, Winter Park, FL 32789

  300 S Interlachen Ave Unit 601, Winter Park, FL 32789
• 

  

  /23

  $420,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,477 Sq Ft

  1847 Azalea Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. 32789 Zip Code! Welcome Home to 1847 Azalea Ave! Discover the charm and convenience of this beautiful one-story home located in the heart of Winter Park. The home is complete with 4 Bedrooms, 2.5 Bathrooms, and 1,477 square feet of living space. This recently renovated property offers brand new features throughout and is move-in ready, ideal for a first

  Trace Christian, III COLDWELL BANKER REALTY

  1847 Azalea Ave, Winter Park, FL 32789
• 

  

  /16

  $1,295 per month

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Townhouse for Rent

  2183 Crandon Ave Unit 1/2, Winter Park, FL 32789

  This 2 bedroom, 1 bathroom, 2nd floor unit is located in the heart of Winter Park. Enjoy all of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include a spacious living area, a lovely kitchen, a screened patio area, and a shared laundry room

  Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  2183 Crandon Ave Unit 1/2, Winter Park, FL 32789
• 

  /2

  $550,000 Sold May 08, 2025

  2906 Rapidan Trail, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,326 Sq Ft
  • Built 1965

  Last Sold Summary

  • $236/SF
  • 4 Days On Market

  Current Estimated Value $609,023

  Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

  2906 Rapidan Trail, Winter Park, FL 32789
• 

  /2

  Est $2,690,125 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,066 Sq Ft

  1737 Lookout Landing Cir, Winter Park, FL 32789

  1737 Lookout Landing Cir, Winter Park, FL 32789

Showing Results 41 - 80, Page 2 of 18