$449,990
Pending
- 3 Beds
- 2 Baths
- 1,534 Sq Ft
5117 Cypress Ct, Winter Park, FL 32792
Kristin McIntosh EXP REALTY LLC
28,401
Winter Park, FL Homes
-
5117 Cypress Ct, Winter Park, FL 32792
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Starting at $1,556
Total Monthly Price
- 1 - 3 Beds
2015 New Stonecastle Terrace, Winter Park, FL 32792
2015 New Stonecastle Terrace, Winter Park, FL 32792Stonecastle Apartments is the community you've been looking for in Winter Park, FL. With spacious one-, two-, and three-bedroom homes complete with in-home washers and dryers, stainless steel appliances, and smart thermostats, you're guaranteed to find a place to live with a lifestyle to love. What's more, as a member of the community you'll also have access to our fitness center, resident
Stonecastle Apartment Homes
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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 $883,096
Last Listing Agent Jenn Carlisle LPT REALTY, LLC
737 N Capen Ave, Winter Park, FL 32789 -
Est $203,071
Not Listed For Sale200 Saint Andrews Blvd Unit 3504, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,119 Sq Ft
- Built 1970
Last Sold Summary
- 35 Days On Market
-
$265,000
$20K PRICE DROP Pending- 2 Beds
- 2.5 Baths
- 1,495 Sq Ft
2401 Sun Valley Cir, Winter Park, FL 32792
2401 Sun Valley Cir, Winter Park, FL 32792Jamie Vanosdol EXP REALTY LLC
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Starting at $1,599 Per Month
- 2 Beds
4704 Lucier Ct, Winter Park, FL 32792
4704 Lucier Ct, Winter Park, FL 32792*Restricted units only*App and Admin special for only $175!Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses!In a prime location of Winter Park, you will find our small and great community!Keeping the calm and great atmosphere, being able to relax by the lake, and being moments from shopping, dining, andmore, Set a tour today, and you will
The Vista at Winter Park
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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 $631,911
Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY
352 Cambridge Blvd, Winter Park, FL 32789 -
Est $691,474
Not Listed For Sale311 E Morse Blvd Unit 6-21, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
- Built 1960
Last Sold Summary
- 75 Days On Market
-
$249,900
Pending- 2 Beds
- 2.5 Baths
- 1,031 Sq Ft
3254 Oak Lake Place Unit 137, Winter Park, FL 32792
3254 Oak Lake Place Unit 137, Winter Park, FL 32792Darryl Henderson, Jr GLOBAL ENTERPRISE REALTY GROUP
-
Starting at $1,340
Total Monthly Price
- 1 - 2 Beds
7502 Sun Key Blvd, Winter Park, FL 32792
7502 Sun Key Blvd, Winter Park, FL 32792Property Tours AvailableWe are now welcoming virtual, self-guided, and agent led tours. Please contact us today to schedule your appointment.Solis at Winter Park, FL Apartments boast premier location great for both business and leisure. The wide selection of one and two bedroom apartments ensure you will find a layout that fits your needs perfectly. Every apartment home comes decked out with huge
Solis at Winter Park
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$340,000
Sold May 15, 20267529 Village Green Dr, Winter Park, FL 32792
- 3 Beds
- 2 Baths
- 1,575 Sq Ft
- Built 1972
Last Sold Summary
- 5% Above List Price
- $216/SF
- 4 Days On Market
Current Estimated Value $327,985
Last Listing Agent Kim Goldin KELLER WILLIAMS ADVANTAGE REALTY
7529 Village Green Dr, Winter Park, FL 32792 -
Est $1,308,458
Not Listed For Sale345 W Welbourne Ave Unit 104, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 2,734 Sq Ft
- Built 2009
Last Sold Summary
- 3 Days On Market
-
$695,000
$55K PRICE DROP- 4 Beds
- 2 Baths
- 1,968 Sq Ft
744 Cornwall Rd, Winter Park, FL 32792
744 Cornwall Rd, Winter Park, FL 32792Tammy Cuddy VERSALIS REALTY POWERED BY SELLSTATE
-
Starting at $1,438
Total Monthly Price
- 1 - 3 Beds
3733 N Goldenrod Rd, Winter Park, FL 32792
3733 N Goldenrod Rd, Winter Park, FL 32792Welcome home to Atlas at Winter Park!
Atlas at Winter Park
-
$1,088,000
Sold Jan 30, 20261092 Wading Waters Cir, Winter Park, FL 32792
- 4 Beds
- 3 Baths
- 3,057 Sq Ft
- Built 2019
Last Sold Summary
- 9% Below List Price
- $356/SF
- 60 Days On Market
Current Estimated Value $1,084,074
Last Listing Agent Tara Haefner KELLER WILLIAMS HERITAGE REALTY
1092 Wading Waters Cir, Winter Park, FL 32792 -
Est $972,329
Not Listed For Sale1245 Wisconsin Ave, Winter Park, FL 32789
- 4 Beds
- 3.5 Baths
- 2,610 Sq Ft
- Built 2013
Last Sold Summary
- 51 Days On Market
-
$2,650,000
New Construction $150K 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
-
Starting at $1,675 Per Month
- 1 Bed
520 N Orlando Ave, Winter Park, FL 32789
520 N Orlando Ave, Winter Park, FL 32789Discover 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
The Lofts of Winter Park Village
-
$223,000
Sold Oct 30, 20251378 Chilean Ln, Winter Park, FL 32792
- 3 Beds
- 2 Baths
- 1,325 Sq Ft
- Built 1960
Last Sold Summary
- $168/SF
Current Estimated Value $363,791
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE
1378 Chilean Ln, Winter Park, FL 32792 -
Est $189,976
Not Listed For Sale2935 Antique Oaks Cir Unit 62, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,018 Sq Ft
- Built 1984
Last Sold Summary
- 6 Days On Market
-
$474,000
$21K PRICE DROP- 4 Beds
- 2 Baths
- 1,596 Sq Ft
2803 Banchory Rd, Winter Park, FL 32792
2803 Banchory Rd, Winter Park, FL 32792Melissa Johnson EXP REALTY LLC
-
Starting at $1,514 Per Month
- 1 - 2 Beds
800 Semoran Park Dr, Winter Park, FL 32792
800 Semoran Park Dr, Winter Park, FL 32792Welcome to Poste Winter Park, where the beauty of classic period architecture meets the modern comforts of today. Nestled in the heart of trendy Winter Park, Florida, our community is your gateway to a vibrant, convenient, and tranquil lifestyle. Poste Winter Park offers a boutique feel with newly remodeled facilities, spacious floor plans, and signature customer service. Located just across from
POSTE Winter Park
-
$1,575,000
Sold Aug 14, 20251394 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 $1,595,861
Last Listing Agent Dee Morgan KELLY PRICE & COMPANY LLC
1394 Grove Terrace, Winter Park, FL 32789 -
Est $139,967
Not Listed For Sale289 Lewfield Cir, Winter Park, FL 32792
- 1 Bed
- 1 Bath
- 678 Sq Ft
- Built 1973
Last Sold Summary
- 58 Days On Market
-
$1,995,000
- 4 Beds
- 3 Baths
- 3,696 Sq Ft
2261 Mulbry Dr, Winter Park, FL 32789
2261 Mulbry Dr, Winter Park, FL 32789Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY
-
Starting at $1,600 Per Month
- Studio - 3 Beds
433 W New England Ave, Winter Park, FL 32789
433 W New England Ave, Winter Park, FL 32789We 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,
Hannibal Square
-
$625,000
Sold Sep 29, 20253759 Kinsley Place, Winter Park, FL 32792
- 4 Beds
- 2.5 Baths
- 2,251 Sq Ft
- Built 1988
Last Sold Summary
- 11% Below List Price
- $278/SF
- 50 Days On Market
Current Estimated Value $645,881
Last Listing Agent Drew Belani COMPASS FLORIDA LLC
3759 Kinsley Place, Winter Park, FL 32792 -
Est $222,506
Not Listed For Sale220 Lewfield Cir, Winter Park, FL 32792
- 2 Beds
- 2.5 Baths
- 1,300 Sq Ft
- Built 1973
Last Sold Summary
- 109 Days On Market
-
$1,800,000
$200K 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
-
Starting at $3,200 Per Month
- 2 Beds
1886 Demetree Dr, Winter Park, FL 32789
1886 Demetree Dr, Winter Park, FL 32789Beautifully Remodeled Ground-Floor Townhome — Available Now in Winter ParkWelcome home to this stylish, move-in-ready townhome located in the heart of Winter Park. Enjoy the perfect balance of convenience and comfort—just a short walk to Winter Park Dog Park and Baldwin Park, and minutes from Rollins College, Park Avenue, downtown Orlando, and major hospitals.This thoughtfully
Waterbridge Subdivision
-
$285,000
Sold Sep 24, 20257777 Fernbrook Way, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
- Built 1985
Last Sold Summary
- 4% Above List Price
- $261/SF
- 3 Days On Market
Current Estimated Value $287,744
Last Listing Agent Vonda Fields CHARLES RUTENBERG REALTY ORLANDO
7777 Fernbrook Way, Winter Park, FL 32792 -
Not Listed For Sale
7340 Daniel Webster Dr Unit A, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,267 Sq Ft
- Built 1974
Last Sold Summary
- 81 Days On Market
-
$184,900
- 1 Bed
- 1 Bath
- 645 Sq Ft
2500 Lee Rd Unit 222, Winter Park, FL 32789
2500 Lee Rd Unit 222, Winter Park, FL 32789Christine Bouchard HOMESMART
-
Starting at $1,357 Per Month
- 1 - 2 Beds
3250 Bishop Park Dr, Winter Park, FL 32792
3250 Bishop Park Dr, Winter Park, FL 32792Your home oasis awaits at ARIUM Winter Park with our upscale amenities and open-concept 1 and 2-bedroom apartments for rent. Minutes from downtown Winter Park and Orlando's hot spots, our community provides the perfect place to call home.Soak up the sun at our resort-style pool and outdoor kitchen, de-stress in our fitness center, or bring your canine companion to explore our dog
ARIUM Winter Park
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$675,000
Sold Mar 16, 2026620 Darcey Dr, Winter Park, FL 32792
- 4 Beds
- 2 Baths
- 2,075 Sq Ft
- Built 1967
Last Sold Summary
- 9% Below List Price
- $325/SF
- 14 Days On Market
Current Estimated Value $685,935
Last Listing Agent Jason Asa LPT REALTY, LLC
620 Darcey Dr, Winter Park, FL 32792 -
Est $195,320
Not Listed For Sale200 Saint Andrews Blvd Unit 2210, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 987 Sq Ft
- Built 1970
Last Sold Summary
- 0 Days On Market
-
$375,000
- 3 Beds
- 2.5 Baths
- 1,872 Sq Ft
7522 Aloma Pines Ct, Winter Park, FL 32792
7522 Aloma Pines Ct, Winter Park, FL 32792Vildan Nigro RIVA REALTY GROUP LLC
-
$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
-
$315,000
Sold Jan 01, 2026615 Warrenton Rd, Winter Park, FL 32792
- 2 Beds
- 2 Baths
- 1,221 Sq Ft
- Built 1984
Last Sold Summary
- 2% Below List Price
- $258/SF
- 50 Days On Market
Current Estimated Value $315,457
Last Listing Agent Bryan Burns RE/MAX DOWNTOWN
615 Warrenton Rd, Winter Park, FL 32792 -
Est $1,529,956
Not Listed For Sale101 S New York Ave Unit 303, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 3,174 Sq Ft
- Built 2009
Last Sold Summary
- 129 Days On Market
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