$450,000
- Land
- 4,791 Sq Ft
- $4,090,909 per Acre
786 W Canton Ave, Winter Park, FL 32789
786 W Canton Ave, Winter Park, FL 32789
11,866
Homes in ZIP Code 32789
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Starting at $1,642 Per Month
- Studio - 3 Beds
1874 Harmon Ave, Winter Park, FL 32789
1874 Harmon Ave, Winter Park, FL 32789Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment
Berkshire Winter Park
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$800,000
Sold Apr 30, 2026737 N Capen Ave, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,930 Sq Ft
- Built 2021
Last Sold Summary
- 13% Below List Price
- $415/SF
- 99 Days On Market
Current Estimated Value $828,742
Last Listing Agent Jenn Carlisle LPT REALTY, LLC
737 N Capen Ave, Winter Park, FL 32789 -
Est $2,775,195
Not Listed For Sale1618 Holts Grove Cir, Winter Park, FL 32789
- 5 Beds
- 8 Baths
- 4,807 Sq Ft
- Built 2014
Last Sold Summary
- 173 Days On Market
Last Listing Agent Shirley Jones COLDWELL BANKER REALTY
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$925,000
Open Sun 1PM - 3PM- 3 Beds
- 3.5 Baths
- 2,093 Sq Ft
1927 S Lakemont Ave, Winter Park, FL 32792
1927 S Lakemont Ave, Winter Park, FL 32792Abby Green IAD REAL ESTATE
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Starting at $1,330 Per Month
- Studio - 2 Beds
311 N Knowles Ave, Winter Park, FL 32789
311 N Knowles Ave, Winter Park, FL 32789Park 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
Park East - Park Knowles Apartments
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$640,000
Sold Jun 05, 2026352 Cambridge Blvd, Winter Park, FL 32789
- 5 Beds
- 3 Baths
- 1,917 Sq Ft
- Built 1920
Last Sold Summary
- 2% Below List Price
- $334/SF
- 46 Days On Market
Current Estimated Value $639,165
Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY
352 Cambridge Blvd, Winter Park, FL 32789 -
Est $757,191
Not Listed For Sale1316 Fountain Hills Ct, Winter Park, FL 32792
- 4 Beds
- 3.5 Baths
- 2,823 Sq Ft
- Built 2018
Last Sold Summary
- 138 Days On Market
Last Listing Agent Alex Lamar EMPIRE NETWORK REALTY
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$1,300,000
- 3 Beds
- 2.5 Baths
- 1,873 Sq Ft
1922 Hammerlin Ave, Winter Park, FL 32789
1922 Hammerlin Ave, Winter Park, FL 32789Felicia Donateli PALM PROPERTIES OF CF, INC.
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$4,557
Total Monthly Price
- 3 Beds
- 2 Baths
- 990 Sq Ft
- Condo for Rent
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789The advertised rate of $4,557/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 4, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$875,000
Sold Sep 10, 20261600 Oneco Ave, Winter Park, FL 32789
- 3 Beds
- 3 Baths
- 2,538 Sq Ft
- Built 1969
Last Sold Summary
- $345/SF
- 0 Days On Market
Current Estimated Value $867,046
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
1600 Oneco Ave, Winter Park, FL 32789 -
Est $1,902,203
Not Listed For Sale1411 Border Dr, Winter Park, FL 32789
- 4 Beds
- 6 Baths
- 4,638 Sq Ft
- Built 2019
Last Sold Summary
- 195 Days On Market
Last Listing Agent Ana Scarlato CORCORAN PREMIER REALTY
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$739,000
- 2 Beds
- 2 Baths
- 1,311 Sq Ft
250 Carolina Ave Unit 205B, Winter Park, FL 32789
250 Carolina Ave Unit 205B, Winter Park, FL 32789Troy Hensley BHHS FLORIDA REALTY
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$2,810
Total Monthly Price
- 2 Beds
- 1 Bath
- 882 Sq Ft
- Condo for Rent
662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789
662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789The advertised rate of $2,811/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 4, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
-
$325,000
Sold Dec 30, 2025520 Killarney Bay Ct Unit 2, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,160 Sq Ft
- Built 1986
Last Sold Summary
- 7% Below List Price
- $280/SF
- 6 Days On Market
Current Estimated Value $327,875
Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK
520 Killarney Bay Ct Unit 2, Winter Park, FL 32789 -
Not Listed For Sale
700 Melrose Ave Unit G, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 687 Sq Ft
- Built 1964
Last Sold Summary
- 73 Days On Market
Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY
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$2,495,000
New Construction $305K PRICE DROP- 4 Beds
- 3.5 Baths
- 3,553 Sq Ft
541 W Canton Ave, Winter Park, FL 32789
541 W Canton Ave, Winter Park, FL 32789Bianca Rey PREMIER SOTHEBY'S INTL. REALTY
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$2,300
Total Monthly Price
- 1 Bed
- 1 Bath
- 582 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 262, Winter Park, FL 32789
151 N Orlando Ave Unit 262, Winter Park, FL 32789Modern furnished waterfront 1bdrm/1bath condo rental, move-in ready. Fully renovated, equipped kitchen with smooth stone countertops, stainless steel-appliances (Fridge/Stove/Dishwasher), a sleek under-mount sink, and minimalist cabinetry. In unit full-size stacked washer & dryer, walk-in closet. Remote control blinds throughout, including blackout one in the bedroom.Fresh, modern interior
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$779,000
Sold Aug 31, 20261826 Banchory Rd, Winter Park, FL 32789
- 4 Beds
- 2.5 Baths
- 2,391 Sq Ft
- Built 1962
Last Sold Summary
- $326/SF
- 0 Days On Market
Current Estimated Value $864,499
Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY
1826 Banchory Rd, Winter Park, FL 32789 -
Est $1,663,003
Not Listed For Sale1318 Chapman Cir, Winter Park, FL 32789
- 4 Beds
- 3.5 Baths
- 3,105 Sq Ft
- Built 2014
Last Sold Summary
- 162 Days On Market
Last Listing Agent Lance Kotowski Properties By Lanko, Inc
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$1,700,000
Open Sun 1PM - 4PM $300K PRICE DROP- 4 Beds
- 4 Baths
- 3,065 Sq Ft
723 Symonds Ave, Winter Park, FL 32789
723 Symonds Ave, Winter Park, FL 32789Nickolas McKee KELLER WILLIAMS WINTER PARK
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$2,150 Per Month
- 2 Beds
- 1 Bath
- 710 Sq Ft
- Condo for Rent
151 N Orlando Ave Unit 207, Winter Park, FL 32789
151 N Orlando Ave Unit 207, Winter Park, FL 32789Welcome to your future home in the heart of Winter Park, located in the desirable Maitland district! This charming property offers a comfortable and convenient lifestyle, with easy access to an array of amenities and attractions. Experience the ease of living with central heating and cooling, complemented by air conditioning and ceiling fans for your comfort throughout the year. This
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$5,410,000
Sold Sep 02, 20262025 Summerland Ave, Winter Park, FL 32789
- 5 Beds
- 4.5 Baths
- 4,432 Sq Ft
- Built 1972
Last Sold Summary
- 2% Above List Price
- $1,221/SF
- 0 Days On Market
Current Estimated Value $3,548,658
Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
2025 Summerland Ave, Winter Park, FL 32789 -
Est $545,763
Not Listed For Sale1821 Hammerlin Ave Unit A, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 1,818 Sq Ft
- Built 2006
Last Sold Summary
- 0 Days On Market
Last Listing Agent nicoletta buonaccordo ALTIS REALTY
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$180,000
- 1 Bed
- 1 Bath
- 638 Sq Ft
1695 Lee Rd Unit D107, Winter Park, FL 32789
1695 Lee Rd Unit D107, Winter Park, FL 32789Hoover Yap PRIMESTATE REALTY, INC.
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$1,900 Per Month
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Condo for Rent
1250 S Denning Dr, Winter Park, FL 32789
1250 S Denning Dr, Winter Park, FL 32789Property Id: 346094 First floor, spacious living area, quiet neighborhood, shaded and screened patio faces a courtyard/garden w/ seating. Incredible location short distance to Park Avenue, Rollins College, Trader Joes/Whole Foods/Publix, I4 exit, & shopping plazas. Ten minute drive to Downtown. -One reserved parking spot in front of unit door. Several visitor parking spots along side
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$6,200,000
Sold Aug 21, 2026550 Palmer Ave, Winter Park, FL 32789
- 5 Beds
- 6.5 Baths
- 5,939 Sq Ft
- Built 2025
Last Sold Summary
- 14% Below List Price
- $1,044/SF
- 285 Days On Market
Current Estimated Value $5,859,205
Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES
550 Palmer Ave, Winter Park, FL 32789 -
Est $1,059,840
Not Listed For Sale795 W Canton Ave, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 2,374 Sq Ft
- Built 2017
Last Sold Summary
- 23 Days On Market
Last Listing Agent Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES
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$1,250,000
New Construction- 4 Beds
- 3.5 Baths
- 2,525 Sq Ft
1870 Staunton Ave, Winter Park, FL 32789
1870 Staunton Ave, Winter Park, FL 32789Vinny Lay COMPASS FLORIDA LLC
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$1,250 Per Month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- House for Rent
2500 Lee Rd, Winter Park, FL 32789
2500 Lee Rd, Winter Park, FL 32789Serene scenes surround the Lakeside Manor, absolutely beautiful through all the seasons. Waterfront Complex on Lake Killarney. Found on the ground floor, the unit opens up to the living room and dining room. Tile is laid all throughout the property, easy to clean and maintain! The bedroom and bathroom are toward the back of the unit. The bedroom features two closets! The community amenities
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$720,000
Sold Jan 20, 20262955 Lolissa Ln, Winter Park, FL 32789
- 4 Beds
- 3 Baths
- 3,538 Sq Ft
- Built 1969
Last Sold Summary
- 4% Below List Price
- $204/SF
- 47 Days On Market
Current Estimated Value $832,826
Last Listing Agent Catherine Williams COLDWELL BANKER REALTY
2955 Lolissa Ln, Winter Park, FL 32789 -
Est $695,445
Not Listed For Sale2602 Winter Park Rd, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,966 Sq Ft
- Built 1975
Last Sold Summary
- 4 Days On Market
Last Listing Agent Brandon Thompson KELLER WILLIAMS ADVANTAGE III
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$4,250,000
Under Contract- 4 Beds
- 6 Baths
- 4,431 Sq Ft
229 Alexander Place, Winter Park, FL 32789
229 Alexander Place, Winter Park, FL 32789Brandon Geers COMPASS FLORIDA LLC
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$6,350 Per Month
- 4 Beds
- 3.5 Baths
- 2,379 Sq Ft
- House for Rent
1403 Michigan Ave, Winter Park, FL 32789
1403 Michigan Ave, Winter Park, FL 32789!PRICE DROP! Graceful, distinctive, and effortlessly inviting, 1403 Michigan Avenue captures the essence of modern Winter Park elegance.A distinctive Winter Park residence offering 4 bedrooms and 3.5 bathrooms, where timeless charm meets a fully elevated modern lifestyle. Beyond its inviting design and prime location, this home has been thoughtfully enhanced with features that
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$2,285,000
Sold Nov 19, 2025521 S Phelps Ave, Winter Park, FL 32789
- 4 Beds
- 4.5 Baths
- 3,883 Sq Ft
- Built 2015
Last Sold Summary
- 7% Below List Price
- $588/SF
- 118 Days On Market
Current Estimated Value $2,394,095
Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC
521 S Phelps Ave, Winter Park, FL 32789 -
Est $5,606,734
Not Listed For Sale300 S Interlachen Ave Unit 601, Winter Park, FL 32789
- 4 Beds
- 4.5 Baths
- 5,430 Sq Ft
- Built 2005
Last Sold Summary
- 0 Days On Market
Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY
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$574,900
$25K PRICE DROP- 3 Beds
- 2 Baths
- 1,269 Sq Ft
1354 Indiana Ave, Winter Park, FL 32789
1354 Indiana Ave, Winter Park, FL 32789Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO
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$5,900 Per Month
- 3 Beds
- 3.5 Baths
- 2,415 Sq Ft
- Unit
835 W Canton Ave, Winter Park, FL 32789
835 W Canton Ave, Winter Park, FL 32789This property is available. Please inquire on this site to schedule a showing. Discover sophisticated living at this stunning two-story residence located at 835 West Canton Avenue in the highly sought-after Winter Park, FL 32789. The home's charming exterior features a welcoming blue front door, elegant columns, and meticulously maintained landscaping, hinting at the quality within. Step
Unit
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$2,700,000
Sold Oct 02, 20251445 Holts Grove Cir, Winter Park, FL 32789
- 5 Beds
- 5 Baths
- 4,489 Sq Ft
- Built 2002
Last Sold Summary
- 2% Above List Price
- $601/SF
- 2 Days On Market
Current Estimated Value $2,767,437
Last Listing Agent Shelley Heistand PREMIER SOTHEBY'S INTL. REALTY
1445 Holts Grove Cir, Winter Park, FL 32789 -
Est $2,930,393
Not Listed For Sale1737 Lookout Landing Cir, Winter Park, FL 32789
- 5 Beds
- 5.5 Baths
- 5,066 Sq Ft
- Built 2013
Last Sold Summary
- 232 Days On Market
Last Listing Agent Amy Wilson KELLER WILLIAMS REALTY AT THE PARKS
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