$370,000
- 3 Beds
- 2.5 Baths
- 1,978 Sq Ft
1920 Heathwood Dr, Winter Park, FL 32792
Allison Day RE/MAX TOWN & COUNTRY REALTY
28,401
Winter Park, FL Homes
-
1920 Heathwood Dr, Winter Park, FL 32792
-
$2,200 Per Month
- 3 Beds
- 1.5 Baths
- 950 Sq Ft
- House for Rent
5212 N Indiana Ave, Winter Park, FL 32792
5212 N Indiana Ave, Winter Park, FL 32792Property Id: 2594162Welcome to this beautifully remodeled 1,000-square-foot Mid-Century Modern home offering the perfect blend of timeless design and modern updates. This charming residence features 3 spacious bedrooms and 1.5 updated bathrooms, creating a comfortable and functional layout for everyday living. The heart of the home is the stunning new kitchen, showcasing crisp white
-
$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 $324,182
Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK
520 Killarney Bay Ct Unit 2, Winter Park, FL 32789 -
Est $3,045,520
Not Listed For Sale140 E Morse Blvd Unit G, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 3,367 Sq Ft
- Built 2008
Last Sold Summary
- 3 Days On Market
-
$1,890,000
$405K PRICE DROP- 4 Beds
- 3.5 Baths
- 3,307 Sq Ft
2614 Parkland Dr, Winter Park, FL 32789
2614 Parkland Dr, Winter Park, FL 32789Ryan Gaston JW GASTON LLC
-
$2,435 Per Month
- 3 Beds
- 2 Baths
- 1,921 Sq Ft
- House for Rent
1546 Peruvian Ln, Winter Park, FL 32792
1546 Peruvian Ln, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2579.90. That covers your base rent, $2435.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
-
$517,000
Sold Nov 07, 20251628 Lawndale Cir, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 1,716 Sq Ft
- Built 1984
Last Sold Summary
- 6% Below List Price
- $301/SF
- 6 Days On Market
Current Estimated Value $516,926
Last Listing Agent Robin Leedom-Hafen TOP VALUE PROPERTIES LLC
1628 Lawndale Cir, Winter Park, FL 32792 -
Est $1,535,503
Not Listed For Sale311 E Morse Blvd Unit 1-1, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 2,066 Sq Ft
- Built 1960
Last Sold Summary
- 0 Days On Market
-
$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
-
$2,510 Per Month
- 3 Beds
- 2.5 Baths
- 1,397 Sq Ft
- Townhouse for Rent
1839 Blaine Terrace, Winter Park, FL 32792
1839 Blaine Terrace, Winter Park, FL 32792Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve
-
$2,000,000
Sold May 11, 20262820 Bear Island Pointe, Winter Park, FL 32792
- 3 Beds
- 4.5 Baths
- 5,138 Sq Ft
- Built 1998
Last Sold Summary
- 5% Below List Price
- $389/SF
- 6 Days On Market
Current Estimated Value $2,047,095
Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC
2820 Bear Island Pointe, Winter Park, FL 32792 -
Est $360,155
Not Listed For Sale1312 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 864 Sq Ft
- Built 1983
Last Sold Summary
- 36 Days On Market
-
$699,000
$20K PRICE DROP- 4 Beds
- 2 Baths
- 1,877 Sq Ft
2333 Westminster Ct, Winter Park, FL 32789
2333 Westminster Ct, Winter Park, FL 32789Ernest Middleton CHARLES RUTENBERG REALTY ORLANDO
-
$2,375 Per Month
- 3 Beds
- 2 Baths
- 1,455 Sq Ft
- House for Rent
7523 Dockside St, Winter Park, FL 32792
7523 Dockside St, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2519.90. That covers your base rent, $2375.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
-
$351,000
Sold Sep 09, 20251041 Manchester Cir, Winter Park, FL 32792
- 4 Beds
- 2 Baths
- 1,678 Sq Ft
- Built 1977
Last Sold Summary
- 16% Below List Price
- $209/SF
- 147 Days On Market
Current Estimated Value $376,731
Last Listing Agent Bob Paulson COLDWELL BANKER REALTY
1041 Manchester Cir, Winter Park, FL 32792 -
Est $819,333
Not Listed For Sale2320 Janice Ave, Winter Park, FL 32789
Last Sold Summary
- 2 Days On Market
-
$562,000
$88K PRICE DROP Pending- 4 Beds
- 3 Baths
- 1,778 Sq Ft
5233 Lake Howell Rd, Winter Park, FL 32792
5233 Lake Howell Rd, Winter Park, FL 32792Miranda Cady CADENCE LIFESTYLE REAL ESTATE
-
$2,445 Per Month
- 3 Beds
- 2 Baths
- 1,100 Sq Ft
- House for Rent
2313 Dunbury Ct, Winter Park, FL 32792
2313 Dunbury Ct, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2589.90. That covers your base rent, $2445.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
-
$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 $812,250
Last Listing Agent Catherine Williams COLDWELL BANKER REALTY
2955 Lolissa Ln, Winter Park, FL 32789 -
Est $264,190
Not Listed For Sale609 Gallery Dr Unit 2, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 929 Sq Ft
- Built 1984
Last Sold Summary
- 12 Days On Market
-
$699,000
$51K PRICE DROP Pending- 3 Beds
- 2 Baths
- 1,827 Sq Ft
676 Dunblane Dr, Winter Park, FL 32792
676 Dunblane Dr, Winter Park, FL 32792Emma Kaplan BALDWIN PARK REALTY LLC
-
$2,500 Per Month
- 3 Beds
- 3 Baths
- 1,482 Sq Ft
- House for Rent
1840 Bachman Way, Winter Park, FL 32792
1840 Bachman Way, Winter Park, FL 32792Property Id: 502903Amazing 3 bedroom, 2.5 bathroom house in Winter Park. Freshly painted home with vaulted ceiling throughout! Tile floor on 1st floor and carpet on 2nd floor. Spacious living room area. Great neighborhood with A+ Seminole County schools. Great location and close to schools, shopping and restaurants. Easy access to 436 and major highways. Amenities included: central air,
-
$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 $2,276,166
Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC
521 S Phelps Ave, Winter Park, FL 32789 -
Not Listed For Sale
3045 Aaron Burr Ave Unit P-2D, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,062 Sq Ft
- Built 1974
Last Sold Summary
- 26 Days On Market
-
$779,000
Pending- 4 Beds
- 2.5 Baths
- 2,391 Sq Ft
1826 Banchory Rd, Winter Park, FL 32789
1826 Banchory Rd, Winter Park, FL 32789Karen Jacobs COLDWELL BANKER REALTY
-
$2,465 Per Month
- 3 Beds
- 2.5 Baths
- 1,397 Sq Ft
- House for Rent
3439 Allston Ln, Winter Park, FL 32792
3439 Allston Ln, Winter Park, FL 32792Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve
-
$430,000
Sold Jul 25, 20252003 Bentwood Dr, Winter Park, FL 32792
- 3 Beds
- 2 Baths
- 1,675 Sq Ft
- Built 1981
Last Sold Summary
- 1% Above List Price
- $257/SF
- 16 Days On Market
Current Estimated Value $444,055
Last Listing Agent Heather Kolin PALMANO GROUP RE BROKERAGE LLC
2003 Bentwood Dr, Winter Park, FL 32792 -
Est $321,211
Not Listed For Sale3167 Crown Jewel Ct, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 1,406 Sq Ft
- Built 2019
Last Sold Summary
- 54 Days On Market
-
$589,900
$10K 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
-
$2,149 Per Month
- 3 Beds
- 2 Baths
- 1,266 Sq Ft
- House for Rent
3463 Arbutus Ln, Winter Park, FL 32792
3463 Arbutus Ln, Winter Park, FL 32792This home is professionally managed by Tricon, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2.0 bathrooms, and approximately 1,266 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your rental
-
$350,000
Sold May 22, 2026989 Eastbrook Blvd, Winter Park, FL 32792
- 3 Beds
- 1.5 Baths
- 1,140 Sq Ft
- Built 1959
Last Sold Summary
- 3% Below List Price
- $307/SF
- 35 Days On Market
Current Estimated Value $344,968
Last Listing Agent Jane Pedigree COLDWELL BANKER REALTY
989 Eastbrook Blvd, Winter Park, FL 32792 -
Est $1,537,329
Not Listed For Sale2185 Talman Ct, Winter Park, FL 32792
- 5 Beds
- 6 Baths
- 4,760 Sq Ft
- Built 2008
Last Sold Summary
- 5 Days On Market
-
$6,495,000
New Construction $705K PRICE DROP- 5 Beds
- 6.5 Baths
- 5,939 Sq Ft
550 Palmer Ave, Winter Park, FL 32789
550 Palmer Ave, Winter Park, FL 32789John McDade FANNIE HILLMAN & ASSOCIATES
-
$2,830 Per Month
- 4 Beds
- 2 Baths
- 1,756 Sq Ft
- House for Rent
5219 Ardmore Dr, Winter Park, FL 32792
5219 Ardmore Dr, Winter Park, FL 32792Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist
-
$450,000
Sold Aug 28, 20252151 Conifer Ave, Winter Park, FL 32792
- 3 Beds
- 2 Baths
- 1,806 Sq Ft
- Built 1970
Last Sold Summary
- 2% Below List Price
- $249/SF
- 32 Days On Market
Current Estimated Value $457,820
Last Listing Agent Denise Korrey KORR REALTY CORP
2151 Conifer Ave, Winter Park, FL 32792 -
Est $435,097
Not Listed For Sale1496 Broad Wing Ln, Winter Park, FL 32792
- 3 Beds
- 2.5 Baths
- 1,755 Sq Ft
- Built 2021
Last Sold Summary
- 52 Days On Market
-
$1,850,000
$75K PRICE DROP- 4 Beds
- 4 Baths
- 2,653 Sq Ft
721 Pansy Ave, Winter Park, FL 32789
721 Pansy Ave, Winter Park, FL 32789Drew Henner PREMIER SOTHEBY'S INTL. REALTY
-
$2,575 Per Month
- 3 Beds
- 2 Baths
- 1,307 Sq Ft
- House for Rent
5563 Pats Point, Winter Park, FL 32792
5563 Pats Point, Winter Park, FL 32792Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve
-
$290,000
Sold Nov 24, 20252411 Gallery View Dr Unit 5, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,004 Sq Ft
- Built 1985
Last Sold Summary
- 9% Below List Price
- $289/SF
- 54 Days On Market
Current Estimated Value $289,054
Last Listing Agent Maria Elena Perez MEP REALTY INVESTMENTS LLC
2411 Gallery View Dr Unit 5, Winter Park, FL 32792 -
Est $1,038,083
Not Listed For Sale1975 Biscayne Dr, Winter Park, FL 32789
- 5 Beds
- 4 Baths
- 3,270 Sq Ft
- Built 2020
Last Sold Summary
- 68 Days On Market
Showing Results 161 - 200, Page 5 of 18
Copyright © 2026 CoStar Group
