Homes in ZIP Code 32789

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  $220,000 Sold Jan 30, 2026

  700 Melrose Ave Unit J23, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 772 Sq Ft
  • Built 1964

  Last Sold Summary

  • 6% Below List Price
  • $285/SF
  • 107 Days On Market

  Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  700 Melrose Ave Unit J23, Winter Park, FL 32789
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  /2

  Est $997,760 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,096 Sq Ft

  311 E Morse Blvd Unit 6-18, Winter Park, FL 32789

  311 E Morse Blvd Unit 6-18, Winter Park, FL 32789
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  /55

  $549,900

  • 2 Beds
  • 2.5 Baths
  • 1,428 Sq Ft

  630 Killarney Bay Ct Unit 3, Winter Park, FL 32789

  Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath, with a convenient half

  Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

  630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
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  $805,000 Sold Jul 01, 2025

  1795 Walker Ave, Winter Park, FL 32789

  • 5 Beds
  • 3 Baths
  • 1,813 Sq Ft
  • Built 1958

  Last Sold Summary

  • 17% Below List Price
  • $444/SF
  • 143 Days On Market

  Current Estimated Value $784,301

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  1795 Walker Ave, Winter Park, FL 32789
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  /36

  Est $1,484,172 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,950 Sq Ft

  1405 Chapman Cir Unit OR, Winter Park, FL 32789

  1405 Chapman Cir Unit OR, Winter Park, FL 32789
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  /99

  $5,495,000

  • 5 Beds
  • 6.5 Baths
  • 7,278 Sq Ft

  2211 Azalea Place, Winter Park, FL 32789

  Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence offers the perfect blend of timeless architecture, refined finishes, and state-of-the-art updates, all

  Maggie Walas FORTUNE INTERNATIONAL REALTY

  2211 Azalea Place, Winter Park, FL 32789
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  /2

  $567,500 Sold Dec 09, 2025

  1010 Aragon Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft
  • Built 1949

  Last Sold Summary

  • 1% Below List Price
  • $391/SF
  • 2 Days On Market

  Last Listing Agent Devin Loh COLDWELL BANKER RESIDENTIAL RE

  1010 Aragon Ave, Winter Park, FL 32789
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  /55

  Est $970,444 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,193 Sq Ft

  1772 Mondrian Cir, Winter Park, FL 32789

  1772 Mondrian Cir, Winter Park, FL 32789
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  /26

  $625,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,890 Sq Ft

  1360 Formosa Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Discover a rare and lucrative opportunity at 1360 Formosa Ave, a corner lot triplex in the highly sought-after Winter Park market. This income-generating property features three fully rented one-bedroom, one-bathroom units, providing a strong and steady return on investment. With 100% occupancy, this property is already a cash-flowing asset, but its

  Salvison Dickson TOP FLORIDA HOMES

  1360 Formosa Ave, Winter Park, FL 32789
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  /32

  $380,000 Sold Mar 07, 2025

  830 Overspin Dr, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1952

  Last Sold Summary

  • 3% Below List Price
  • $330/SF
  • 30 Days On Market

  Current Estimated Value $373,916

  Last Listing Agent Richard Bavec TOLARIS REALTY GROUP LLC

  830 Overspin Dr, Winter Park, FL 32789
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  /16

  Est $1,029,825 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,110 Sq Ft

  2400 Roxbury Rd, Winter Park, FL 32789

  2400 Roxbury Rd, Winter Park, FL 32789
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  /62

  $5,150,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,738 Sq Ft

  1302 Raintree Place, Winter Park, FL 32789

  An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophistication—all just steps from Winter Park’s iconic Park Avenue. A curved, manicured driveway leads to a grand entrance featuring bespoke double doors with electromagnetic privacy glass, setting the tone for the artistry within. Inside, a European hotel–inspired

  Rikhil Amin FANNIE HILLMAN & ASSOCIATES

  1302 Raintree Place, Winter Park, FL 32789
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  /2

  $925,000 Sold Feb 19, 2025

  223 Page St, Orlando, FL 32806

  • 4 Beds
  • 3.5 Baths
  • 2,685 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Below List Price
  • $345/SF
  • 143 Days On Market

  Current Estimated Value $895,515

  Last Listing Agent Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

  223 Page St, Orlando, FL 32806
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  /19

  Est $2,596,810 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,205 Sq Ft

  350 Beloit Ave, Winter Park, FL 32789

  350 Beloit Ave, Winter Park, FL 32789
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  /27

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1500 Gay Rd Unit 21C, Winter Park, FL 32789

  ***Mortgage savings may be available to some buyers*** Enjoy Low Maintenance LAKEFRONT LIVING in this well appointed 2bedroom/2bathroom second floor condo on Lake Killarney. The Chateaux du Lac community offers an active, easily accessible lakefront lifestyle with a heated community pool, clubhouse, lakefront community deck, BBQ, community laundry, 2 on site saunas and a resident only boat ramp.

  John Callahan REDFIN CORPORATION

  1500 Gay Rd Unit 21C, Winter Park, FL 32789
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  /2

  $2,078,500 Sold Dec 11, 2025

  715 Via Bella, Winter Park, FL 32789

  • 5 Beds
  • 4 Baths
  • 4,328 Sq Ft
  • Built 1976

  Last Sold Summary

  • 12% Below List Price
  • $480/SF
  • 70 Days On Market

  Last Listing Agent Adam Roark COMPASS FLORIDA LLC

  715 Via Bella, Winter Park, FL 32789
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  /46

  Est $879,973 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,085 Sq Ft

  1913 S Lakemont Ave, Winter Park, FL 32792

  1913 S Lakemont Ave, Winter Park, FL 32792
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  /61

  $619,500

  • 3 Beds
  • 2 Baths
  • 1,437 Sq Ft

  1451 Cavendish Rd, Winter Park, FL 32789

  Welcome to 1451 Cavendish Road, a beautifully renovated home in the heart of Orwin Manor, one of Winter Park's most desirable and family-friendly neighborhoods. Set on a large and prominent corner lot, this move-in-ready home perfectly balances charm, safety, and convenience just minutes from Park Avenue, Downtown Orlando, and the Mills District. Enjoy extensive upgrades including new AC, attic

  Spencer Flory LoKation

  1451 Cavendish Rd, Winter Park, FL 32789
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  /2

  $602,500 Sold May 09, 2025

  777 S Denning Dr Unit B, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 1,762 Sq Ft
  • Built 2004

  Last Sold Summary

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

  Current Estimated Value $603,584

  Last Listing Agent Susan Chapin KELLER WILLIAMS WINTER PARK

  777 S Denning Dr Unit B, Winter Park, FL 32789
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  /18

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,813 Sq Ft

  1411 Miller Ave, Winter Park, FL 32789

  1411 Miller Ave, Winter Park, FL 32789
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  /31

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,556 Sq Ft

  1951 Staunton Ave, Winter Park, FL 32789

  Welcome home to the charm and character of the bygone days. This 3-bedroom, 2-bathroom home offers 2,556 square feet, with the historic main home originally built in 1922. Featuring original antique wood floors, a classic fireplace, and a one of a kind upstairs loft, there's nothing quite like it! A charming front porch welcomes you into the living room with a fireplace. A front room currently

  Veronica Figueroa EXP REALTY LLC

  1951 Staunton Ave, Winter Park, FL 32789
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  /2

  $434,000 Sold Sep 12, 2025

  1122 Washington Ave Unit 7, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,556 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Above List Price
  • $279/SF
  • 55 Days On Market

  Current Estimated Value $443,572

  Last Listing Agent Raul Veitia BELMONT REALTY

  1122 Washington Ave Unit 7, Winter Park, FL 32789
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  /2

  Est $524,880 Not Listed For Sale

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

  1051 Aragon Ave Unit 1051, Winter Park, FL 32789

  1051 Aragon Ave Unit 1051, Winter Park, FL 32789
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  /58

  $1,999,000

  • 5 Beds
  • 3.5 Baths
  • 3,423 Sq Ft

  1540 Palm Ave, Winter Park, FL 32789

  Welcome to this stunning SINGLE STORY five-bedroom home with high ceilings, in one of Winter Park’s most desirable neighborhoods, where charming restorations and luxury new builds create a vibrant community feel. Designed with both beauty and comfort in mind, this open-concept home offers bright, welcoming living spaces and thoughtful upgrades throughout. Completely rebuilt in 2014 and tons of

  John McDade FANNIE HILLMAN & ASSOCIATES

  1540 Palm Ave, Winter Park, FL 32789
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  /2

  $3,550,000 Sold Mar 24, 2025

  443 Lakewood Dr, Winter Park, FL 32789

  • 3 Beds
  • 5 Baths
  • 2,803 Sq Ft
  • Built 1954

  Last Sold Summary

  • 1% Above List Price
  • $1,267/SF
  • 0 Days On Market

  Current Estimated Value $3,313,312

  Last Listing Agent Jenny Lake FANNIE HILLMAN & ASSOCIATES

  443 Lakewood Dr, Winter Park, FL 32789
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  /39

  Est $1,597,978 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,345 Sq Ft

  1007 S Pennsylvania Ave, Winter Park, FL 32789

  1007 S Pennsylvania Ave, Winter Park, FL 32789
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  /41

  $255,000

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 229, Winter Park, FL 32789

  Million Dollar Lakefront View of Lake Killarney from Private Balcony and View of Courtyard with it's Gracious Old Tree and Meandering Walkways from second Private Balcony. Once in a lifetime opportunity to own this meticulously maintained and updated Mid-Century Modern Character that says "Home" when you walk through the Door! Kitchen has been improved with raised Ceilings and expansive Wood

  Janice Erickson REALCOM REAL ESTATE SERVICES INC

  2500 Lee Rd Unit 229, Winter Park, FL 32789
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  /51

  $704,700 Sold Mar 11, 2025

  350 Carolina Ave Unit 301, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,544 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $456/SF
  • 26 Days On Market

  Current Estimated Value $710,123

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  350 Carolina Ave Unit 301, Winter Park, FL 32789
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  /3

  Est $2,262,870 Not Listed For Sale

  150 Whipple Ave, Winter Park, FL 32789

  150 Whipple Ave, Winter Park, FL 32789
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  /53

  $2,575,000

  • 5 Beds
  • 5 Baths
  • 4,026 Sq Ft

  2503 Versailles Ave, Winter Park, FL 32789

  Beautifully updated and offered for the first time, this 2015 David Weekley home sits on a rare cul-de-sac in the heart of Winter Park, zoned for Dommerich Elementary and Winter Park schools. This 5-bedroom, 5-bath home features an office, large bonus room, covered lanai with full summer kitchen, and a backyard putting green. Additional highlights include a 3-car garage, a gated parking pad ideal

  Sarah Tomlinson COMPASS FLORIDA LLC

  2503 Versailles Ave, Winter Park, FL 32789
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  /2

  $1,110,000 Sold Aug 26, 2025

  233 Hampden Place, Winter Park, FL 32789

  • 5 Beds
  • 3 Baths
  • 2,813 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $395/SF
  • 7 Days On Market

  Current Estimated Value $1,154,160

  Last Listing Agent Frank Ferrell FERRELL REALTY, INC.

  233 Hampden Place, Winter Park, FL 32789
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  /14

  Est $728,811 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,851 Sq Ft

  1407 Miller Ave, Winter Park, FL 32789

  1407 Miller Ave, Winter Park, FL 32789
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  /57

  $2,900,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 7 Baths
  • 5,483 Sq Ft

  1401 Green Cove Rd, Winter Park, FL 32789

  Set across Lake Maitland on a street where every home is an architectural gem, this Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, including a private

  Adriana Oyarce ANCHOR REAL ESTATE

  1401 Green Cove Rd, Winter Park, FL 32789
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  /2

  $3,200,000 Sold Nov 04, 2025

  1900 W Fawsett Rd, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 4,600 Sq Ft
  • Built 1969

  Last Sold Summary

  • 4% Below List Price
  • $696/SF
  • 6 Days On Market

  Current Estimated Value $3,169,326

  Last Listing Agent Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

  1900 W Fawsett Rd, Winter Park, FL 32789
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  /11

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,851 Sq Ft

  1405 Miller Ave, Winter Park, FL 32789

  1405 Miller Ave, Winter Park, FL 32789
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  /60

  $2,345,000

  • 4 Beds
  • 3.5 Baths
  • 3,986 Sq Ft

  2299 Via Tuscany, Winter Park, FL 32789

  Stunning 4-bedroom, renovated pool home with new Architectural shingle roof (2023) on a generous .40 acre lot in the highly coveted Winter Park Vias with bright open living areas, high ceilings, hardwood oak floors, two fireplaces, and a chef’s kitchen offering premium appliances including SubZero Refrigeration and Viking 6-Burner Gas Cooktop. The private backyard features a large pool, covered

  Vincent Scarlatos CORCORAN PREMIER REALTY

  2299 Via Tuscany, Winter Park, FL 32789
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  /2

  $879,000 Sold Nov 14, 2025

  451 Fairfax Ave, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,227 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $395/SF
  • 5 Days On Market

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  451 Fairfax Ave, Winter Park, FL 32789
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  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,027 Sq Ft

  Unlisted Address

  Unlisted Address
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  /5

  $4,595,000

  • Land
  • 0.35 Acre
  • $13,128,571 per Acre

  1336 College Point, Winter Park, FL 32789

  A rare offering on the shores of Lake Virginia, this prime lakefront parcel presents a distinguished opportunity within Winter Park’s most coveted waterfront corridor. Encompassing a significant Lake Virginia homesite on the Winter Park Chain of Lakes, the site currently includes a 1926 structure that may be preserved, redesigned or removed to accommodate a custom waterfront residence. Positioned

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1336 College Point, Winter Park, FL 32789
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  /2

  $630,000 Sold Aug 11, 2025

  1792 Killarney Dr, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,264 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $278/SF
  • 1 Day On Market

  Current Estimated Value $633,874

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  1792 Killarney Dr, Winter Park, FL 32789

Showing Results 241 - 280, Page 7 of 18