$199,900
- 2 Beds
- 1 Bath
- 851 Sq Ft
2500 Lee Rd Unit 220, Winter Park, FL 32789
Thomas Nickley
KELLER WILLIAMS REALTY AT THE PARKS
28,232
Winter Park, FL Homes
-
2500 Lee Rd Unit 220, Winter Park, FL 32789
-
$1,750 Per Month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Townhouse for Rent
1720 Miller Ave, Winter Park, FL 32789
1720 Miller Ave, Winter Park, FL 32789 -
$2,700,000
Sold Oct 30, 20251020 Mayfield Ave, Winter Park, FL 32789
- 4 Beds
- 3 Baths
- 2,663 Sq Ft
- Built 1989
Last Sold Summary
- 15% Below List Price
- $1,014/SF
- 149 Days On Market
Current Estimated Value $2,794,128
Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC
1020 Mayfield Ave, Winter Park, FL 32789 -
Est $377,296
Not Listed For Sale1050 Reading Ct, Winter Park, FL 32792
- 3 Beds
- 2 Baths
- 1,637 Sq Ft
- Built 1983
Last Sold Summary
- 52 Days On Market
Last Listing Agent Carmen Vazquez REALTY TECH INC
-
$245,000
$17K PRICE DROP Under Contract- 2 Beds
- 2 Baths
- 1,026 Sq Ft
1500 Gay Rd Unit 20D, Winter Park, FL 32789
1500 Gay Rd Unit 20D, Winter Park, FL 32789Janice Erickson
REALCOM REAL ESTATE SERVICES INC
-
Starting at $1,254 Per Month
- 1 - 2 Beds
3114 Terry Brook Dr, Winter Park, FL 32792
3114 Terry Brook Dr, Winter Park, FL 32792The Seabrook Apartment community is located near the 408 Expressway, close to shopping and dining areas 1/4 mile away, just minutes away from the downtown areas of Orlando and Winter Park. Several renowned schools such as Brookshire Elementary, Glenridge Middle School and Winter Park High School are nearby as well. We offer spacious one and two-bedroom apartments. All of our homes have been
Seabrook
-
$240,750
Sold Aug 27, 20262433 Grand Teton Cir Unit 112433, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 1,720 Sq Ft
- Built 1981
Last Sold Summary
- 7% Below List Price
- $140/SF
- 19 Days On Market
Current Estimated Value $267,140
Last Listing Agent Alexis Jacobsen EXP REALTY LLC
2433 Grand Teton Cir Unit 112433, Winter Park, FL 32792 -
Est $1,810,971
Not Listed For Sale1640 Mayfield Ave, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 2,907 Sq Ft
- Built 1953
Last Sold Summary
- 29 Days On Market
Last Listing Agent Beverly Brown RE/MAX PRIME PROPERTIES
-
$355,000
$15K PRICE DROP Under Contract- 3 Beds
- 2.5 Baths
- 1,397 Sq Ft
3374 Hamlet Loop, Winter Park, FL 32792
3374 Hamlet Loop, Winter Park, FL 32792
Barrett Spray
KELLER WILLIAMS ADVANTAGE REALTY
-
Starting at $1,815
Total Monthly Price
- 1 - 3 Beds
7490 Dwell Well Way, Winter Park, FL 32792
7490 Dwell Well Way, Winter Park, FL 32792Dwell well with us. Welcome to quintessential Vintage Winter Park, a residential community featuring One, Two & Three bedroom apartments in Winter Park, FL. Spacious layouts and amenities welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options.
Vintage Winter Park Apartments
-
$714,000
Sold Mar 12, 2026636 Dunblane Dr, Winter Park, FL 32792
- 3 Beds
- 2 Baths
- 1,803 Sq Ft
- Built 1962
Last Sold Summary
- 2% Below List Price
- $396/SF
- 7 Days On Market
Current Estimated Value $709,590
Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES
636 Dunblane Dr, Winter Park, FL 32792 -
Est $339,453
Not Listed For Sale1117 Park Green Place, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,235 Sq Ft
- Built 1992
Last Sold Summary
- 26 Days On Market
Last Listing Agent Kelly Sue Stonebreaker RE/MAX TOWN & COUNTRY REALTY
-
$430,000
Under Contract- 3 Beds
- 2 Baths
- 1,620 Sq Ft
2765 Abbey Rd, Winter Park, FL 32792
2765 Abbey Rd, Winter Park, FL 32792
Evelyn Pilchick
RE/MAX 200 REALTY
-
Starting at $1,267 Per Month
- 1 - 3 Beds
3440 N Goldenrod Rd, Winter Park, FL 32792
3440 N Goldenrod Rd, Winter Park, FL 32792Experience the perfect blend of comfort and convenience at Cranes Landing Apartments in Winter Park, Florida. Our beautifully designed one-, two-, and three-bedroom apartment homes feature open-concept layouts, modern finishes, and premium appliances to complement your lifestyle.Enjoy a community that’s built around connection and comfort. Relax by the resort-style pool, challenge friends
Cranes Landing Apartments
-
$581,000
Sold May 26, 20267917 Pleasant Pine Cir, Winter Park, FL 32792
- 4 Beds
- 2.5 Baths
- 2,157 Sq Ft
- Built 2014
Last Sold Summary
- 3% Below List Price
- $269/SF
- 0 Days On Market
Current Estimated Value $581,676
Last Listing Agent Lori Gilmore LORI GILMORE REAL ESTATE LLC
7917 Pleasant Pine Cir, Winter Park, FL 32792 -
Est $417,640
Not Listed For Sale1021 Mare Bello Dr, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 1,730 Sq Ft
- Built 1965
Last Sold Summary
- 151 Days On Market
Last Listing Agent Lori Hutchinson THE WILKINS WAY LLC
-
$300,000
$20K PRICE DROP Pending- 2 Beds
- 2 Baths
- 1,086 Sq Ft
5781 Shale Ct, Winter Park, FL 32792
5781 Shale Ct, Winter Park, FL 32792
Thomas Nickley
KELLER WILLIAMS REALTY AT THE PARKS
-
Starting at $1,002 Per Month
- 1 - 3 Beds
2353 Winter Woods Blvd, Winter Park, FL 32792
2353 Winter Woods Blvd, Winter Park, FL 32792Come 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.
San Jose Apartments
-
$354,900
Sold May 15, 20265330 Tangerine Ave, Winter Park, FL 32792
- 3 Beds
- 2 Baths
- 1,642 Sq Ft
- Built 1976
Last Sold Summary
- $216/SF
- 0 Days On Market
Current Estimated Value $357,612
Last Listing Agent Courtney Pelfrey MILLER GRANT AND COMPANY
5330 Tangerine Ave, Winter Park, FL 32792 -
Est $1,643,960
Not Listed For Sale817 Antonette Ave, Winter Park, FL 32789
- 4 Beds
- 3 Baths
- 3,971 Sq Ft
- Built 1990
Last Sold Summary
- 146 Days On Market
Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES
-
$380,000
- 3 Beds
- 1 Bath
- 1,143 Sq Ft
2626 Ambergate Rd, Winter Park, FL 32792
2626 Ambergate Rd, Winter Park, FL 32792
Brett Winters
OLDE TOWN BROKERS INC
-
Starting at $1,695 Per Month
- Studio - 2 Beds
741 Clay St, Winter Park, FL 32789
741 Clay St, Winter Park, FL 32789Welcome 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.
Seven41 Winter Park
-
$401,000
Sold Oct 15, 20251809 Palmer Ave, Winter Park, FL 32792
- Land
- 9,147 Sq Ft
- $1,909,524 per Acre
Last Sold Summary
- 5 Days On Market
Current Estimated Value $406,555
Last Listing Agent Christina Munkberg COLDWELL BANKER REALTY
1809 Palmer Ave, Winter Park, FL 32792 -
Est $457,166
Not Listed For Sale2209 Fairglenn Way, Winter Park, FL 32792
- 4 Beds
- 2 Baths
- 2,027 Sq Ft
- Built 1986
Last Sold Summary
- 54 Days On Market
Last Listing Agent Benjamin Benami CHARLES RUTENBERG REALTY ORLANDO
-
$465,000
$10K PRICE DROP- 3 Beds
- 2 Baths
- 1,622 Sq Ft
3641 Hawthorne Ln, Winter Park, FL 32792
3641 Hawthorne Ln, Winter Park, FL 32792
Keegan Siegfried
LPT REALTY, LLC
-
Starting at $1,614 Per Month
- 1 - 2 Beds
3924 Calibre Bend Ln, Winter Park, FL 32792
3924 Calibre Bend Ln, Winter Park, FL 32792Calibre Bend Apartments offers a wide variety of apartment styles designed to accommodate the demands of today's sophisticated professional, while offering the setting and charm of yesteryear. You can expect unsurpassed amenities that will delight your senses, and a cozy community that makes coming home a breeze. Imagine your meals coming together perfectly in your gourmet kitchen, relaxing on
Calibre Bend Apartments
-
$4,250,000
Sold Jun 01, 20261336 College Point, Winter Park, FL 32789
- 4 Beds
- 5 Baths
- 3,181 Sq Ft
- Built 1926
Last Sold Summary
- 8% Below List Price
- $1,336/SF
- 109 Days On Market
Current Estimated Value $4,208,723
Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY
1336 College Point, Winter Park, FL 32789 -
Est $626,659
Not Listed For Sale618 Blairshire Cir, Winter Park, FL 32792
- 3 Beds
- 3 Baths
- 1,876 Sq Ft
- Built 1964
Last Sold Summary
- 38 Days On Market
Last Listing Agent Nicole Howell FANNIE HILLMAN & ASSOCIATES
-
$500,000
Pending- 3 Beds
- 2 Baths
- 1,512 Sq Ft
410 Saint Dunstan Way, Winter Park, FL 32792
410 Saint Dunstan Way, Winter Park, FL 32792
Milton James
COLDWELL BANKER REALTY
-
Starting at $1,025 Per Month
- Studio - 3 Beds
4755 N Goldenrod Rd, Winter Park, FL 32792
4755 N Goldenrod Rd, Winter Park, FL 32792Welcome home to LIV at Winter Park, offering beautiful lakeside apartments for rent. Our Winter Park, Florida community offers your choice of studio, one-bedroom, two-bedroom, and three-bedroom apartment floor plans, with six distinct styles available. Experience the convenience of living just outside of the opportunities and excitement of Orlando, FL. Our spacious floor plans boast modern
Liv at Winter Park Apartment Homes
-
$567,000
Sold Apr 02, 20261459 Nottingham Dr, Winter Park, FL 32792
- 5 Beds
- 2.5 Baths
- 1,885 Sq Ft
- Built 1971
Last Sold Summary
- $301/SF
- 2 Days On Market
Current Estimated Value $562,434
Last Listing Agent Shirley Jones COLDWELL BANKER REALTY
1459 Nottingham Dr, Winter Park, FL 32792 -
Est $268,292
Not Listed For Sale3310 Royal St, Winter Park, FL 32792
- 2 Beds
- 1.5 Baths
- 1,036 Sq Ft
- Built 1982
Last Sold Summary
- 116 Days On Market
Last Listing Agent Kevin Schudel BUY IT INC
-
$349,500
Open Sat 12PM - 2PM- 2 Beds
- 1 Bath
- 709 Sq Ft
500 N Pennsylvania Ave Unit G, Winter Park, FL 32789
500 N Pennsylvania Ave Unit G, Winter Park, FL 32789
Jennifer Gotlewski
OLYMPUS EXECUTIVE REALTY INC
-
Starting at $1,601 Per Month
- Studio - 3 Beds
1305 Morgan Stanley Ave, Winter Park, FL 32789
1305 Morgan Stanley Ave, Winter Park, FL 32789Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,
Juno Winter Park
-
$730,000
Sold Mar 23, 20261213 Lindenwood Ln, Winter Park, FL 32792
- 4 Beds
- 2 Baths
- 2,505 Sq Ft
- Built 1960
Last Sold Summary
- 3% Below List Price
- $291/SF
- 81 Days On Market
Current Estimated Value $727,395
Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK
1213 Lindenwood Ln, Winter Park, FL 32792 -
Est $435,583
Not Listed For Sale1871 Staunton Ave, Winter Park, FL 32789
- 3 Beds
- Built 1949
Last Sold Summary
- 3 Days On Market
Last Listing Agent Greg Staker WATSON REALTY CORP.
-
$629,000
- 2 Beds
- 2 Baths
- 1,249 Sq Ft
2825 Mulford Ave, Winter Park, FL 32789
2825 Mulford Ave, Winter Park, FL 32789
Yusuf Gencay
RE/MAX Town & Country Realty
-
Starting at $2,111 Per Month
- 1 - 3 Beds
940 W Canton Ave, Winter Park, FL 32789
940 W Canton Ave, Winter Park, FL 32789Ready 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
Paseo at Winter Park Village
-
$324,900
Sold Jul 23, 20261920 Heathwood Dr, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 1,978 Sq Ft
- Built 1980
Last Sold Summary
- 12% Below List Price
- $164/SF
- 95 Days On Market
Current Estimated Value $383,926
Last Listing Agent Allison Day RE/MAX TOWN & COUNTRY REALTY
1920 Heathwood Dr, Winter Park, FL 32792 -
Est $496,171
Not Listed For Sale3306 Fishermans Cove, Winter Park, FL 32792
- 3 Beds
- 2 Baths
- 2,408 Sq Ft
- Built 1985
Last Sold Summary
- 97 Days On Market
Last Listing Agent Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES
Showing Results 41 - 80, Page 2 of 18
Copyright © 2026 CoStar Group
