$1,824,000
Under Contract
- 4 Beds
- 3.5 Baths
- 2,972 Sq Ft
631 Williams Dr, Winter Park, FL 32789
Katherine Mcelyea CHARLES RUTENBERG REALTY ORLANDO
11,861
Homes in ZIP Code 32789
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631 Williams Dr, Winter Park, FL 32789
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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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$3,485,000
Sold Oct 17, 20252171 Forrest Rd, Winter Park, FL 32789
- 5 Beds
- 6 Baths
- 4,565 Sq Ft
- Built 2016
Last Sold Summary
- 9% Below List Price
- $763/SF
- 134 Days On Market
Current Estimated Value $3,497,606
Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY
2171 Forrest Rd, 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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$2,475,000
New Construction $240K PRICE INCREASE- 5 Beds
- 4.5 Baths
- 4,150 Sq Ft
926 Enclave Place, Winter Park, FL 32792
926 Enclave Place, Winter Park, FL 32792Laura Earl CORCORAN PREMIER REALTY
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$1,800 Per Month
- 2 Beds
- 1 Bath
- 1,604 Sq Ft
- Townhouse for Rent
1618 Indiana Ave, Winter Park, FL 32789
1618 Indiana Ave, Winter Park, FL 32789et on a friendly street in the heart of Winter Park, this freshly remodeled duplex delivers easy, low-maintenance living in one of Central Florida's most sought-after zip codes. Inside, 805 square feet of thoughtfully refreshed space welcomes you with brand-new appliances, a crisp new A/C system, and a casual breakfast bar top perfect for quick meals or morning coffee. Two comfortable bedrooms
Brock Stocksett HOMEVEST REALTY
-
$1,810,000
Sold Sep 10, 2026721 Pansy Ave, Winter Park, FL 32789
- 4 Beds
- 4 Baths
- 2,653 Sq Ft
- Built 2018
Last Sold Summary
- 6% Below List Price
- $682/SF
- 129 Days On Market
Current Estimated Value $1,826,478
Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY
721 Pansy 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
-
$2,750,000
Under Contract- 4 Beds
- 4.5 Baths
- 3,676 Sq Ft
948 Poinciana Ln, Winter Park, FL 32789
948 Poinciana Ln, Winter Park, FL 32789Mick Night PREMIER SOTHEBY'S INTL. REALTY
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$2,400 Per Month
- 2 Beds
- 2.5 Baths
- 1,243 Sq Ft
- Townhouse for Rent
920 Aragon Ave, Winter Park, FL 32789
920 Aragon Ave, Winter Park, FL 32789Charming 2-Bedroom Townhouse in Prime Winter Park Location**Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhouse with a one-car garage, ideally located in one of Winter Park\'s most sought-after neighborhoods. Just minutes from I-4, Orange Avenue, and downtown Winter Park, this home offers both convenience and comfort.This two-story residence features two spacious
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$1,000,000
Sold Apr 01, 20262607 Lafayette Ave, Winter Park, FL 32789
- 4 Beds
- 3.5 Baths
- 2,770 Sq Ft
- Built 2018
Last Sold Summary
- 15% Below List Price
- $361/SF
- 244 Days On Market
Current Estimated Value $1,053,677
Last Listing Agent Malgorzata Walas Fortune Christie's International Real Estate
2607 Lafayette Ave, 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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$725,000
- 3 Beds
- 2 Baths
- 1,563 Sq Ft
1850 Bryan Ave, Winter Park, FL 32789
1850 Bryan Ave, Winter Park, FL 32789Jennifer King CORCORAN PREMIER REALTY
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$1,800 Per Month
- 2 Beds
- 1 Bath
- 802 Sq Ft
- Townhouse for Rent
1618 Indiana Ave Unit 1616, Winter Park, FL 32789
1618 Indiana Ave Unit 1616, Winter Park, FL 32789Freshly reimagined and ready for its next resident, this newly remodeled duplex in the heart of Winter Park pairs modern updates with an unbeatable central location. Offering two bedrooms, one bathroom, and 805 square feet of thoughtfully arranged living space, this half of a charming duplex feels both smart and welcoming from the moment you step inside. This duplex has been recently updated from
Brock Stocksett HOMEVEST REALTY
-
$1,905,000
Sold Apr 10, 2026501 Henkel Cir, Winter Park, FL 32789
- 5 Beds
- 4.5 Baths
- 3,746 Sq Ft
- Built 2009
Last Sold Summary
- 4% Above List Price
- $509/SF
- 4 Days On Market
Current Estimated Value $1,941,572
Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES
501 Henkel Cir, Winter Park, FL 32789 -
Est $676,049
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
Last Listing Agent Scott Garstka CHARLES RUTENBERG REALTY ORLANDO
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$1,725,000
- 4 Beds
- 3.5 Baths
- 3,727 Sq Ft
1840 Bryan Ave, Winter Park, FL 32789
1840 Bryan Ave, Winter Park, FL 32789Jennifer Draper REAL BROKER, LLC
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$2,295 Per Month
- 2 Beds
- 2 Baths
- 1,074 Sq Ft
- House for Rent
700 Melrose Ave, Winter Park, FL 32789
700 Melrose Ave, Winter Park, FL 32789Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and
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$420,000
Sold Jan 15, 20261847 Azalea Ave, Winter Park, FL 32789
- 4 Beds
- 2.5 Baths
- 1,477 Sq Ft
- Built 1961
Last Sold Summary
- $284/SF
- 1 Day On Market
Current Estimated Value $440,159
Last Listing Agent Trace Christian, III COLDWELL BANKER REALTY
1847 Azalea Ave, Winter Park, FL 32789 -
Est $428,713
Not Listed For Sale311 E Morse Blvd Unit 6-7, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 884 Sq Ft
- Built 1960
Last Sold Summary
- 103 Days On Market
Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES
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$599,000
$96K PRICE DROP- 3 Beds
- 2 Baths
- 1,669 Sq Ft
1707 Harmon Ave, Winter Park, FL 32789
1707 Harmon Ave, Winter Park, FL 32789Nicole Howell FANNIE HILLMAN & ASSOCIATES
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$1,270 Per Month
- 1 Bed
- 1 Bath
- 620 Sq Ft
- Townhouse for Rent
1600 Indiana Ave, Winter Park, FL 32789
1600 Indiana Ave, Winter Park, FL 32789This 1 bedroom, 1 bathroom home is located in the heart of Winter Park. Enjoy the best of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include tile throughout the main living area, dining room, utility room with washer/dryer hookups, and a
Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
-
$199,900
Sold Nov 03, 20252500 Lee Rd Unit 134, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 645 Sq Ft
- Built 1969
Last Sold Summary
- 5% Below List Price
- $310/SF
- 130 Days On Market
Current Estimated Value $189,633
Last Listing Agent Jesus Garcia YOUR HOME SOLD GUARANTEED REAL
2500 Lee Rd Unit 134, Winter Park, FL 32789 -
Est $1,304,976
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
Last Listing Agent Sue Silberbusch COMPASS FLORIDA LLC
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$624,444
$165K PRICE DROP- 3 Beds
- 2.5 Baths
- 2,228 Sq Ft
2418 Euston Rd, Winter Park, FL 32789
2418 Euston Rd, Winter Park, FL 32789Richard Bavec TOLARIS REALTY GROUP LLC
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$1,995 Per Month
- 2 Beds
- 1.5 Baths
- 988 Sq Ft
- House for Rent
937 Aragon Ave, Winter Park, FL 32789
937 Aragon Ave, Winter Park, FL 32789ONE MONTH FREE! Beautiful home located on a quaint, tree-lined brick street in desirable Winter Park. Step inside to a large family room featuring a wood-burning fireplace and an open kitchen with beautiful new granite countertops and backsplash.The home features two bedrooms with walk-in closets and a split bathroom with two vanities and two toilets. Fresh interior paint
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$266,000
Sold Nov 19, 20251500 Gay Rd Unit 9B, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
- Built 1972
Last Sold Summary
- 1% Below List Price
- $259/SF
- 5 Days On Market
Current Estimated Value $255,709
Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC
1500 Gay Rd Unit 9B, Winter Park, FL 32789 -
Est $1,073,116
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
Last Listing Agent Emily Bearden COMPASS FLORIDA LLC
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$1,574,900
New Construction Open Sun 12PM - 3PM- 5 Beds
- 4.5 Baths
- 3,252 Sq Ft
1526 Miller Ave, Winter Park, FL 32789
1526 Miller Ave, Winter Park, FL 32789Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION
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$6,000 Per Month
- 2 Beds
- 2.5 Baths
- 1,500 Sq Ft
- Apartment for Rent
301 W Comstock Ave, Winter Park, FL 32789
301 W Comstock Ave, Winter Park, FL 32789Under Construction. Beautiful 2 bedroom, 2.5 bath, laundry in unit, detached two (2) car garage with private guest suite located in Hannibal Square. New Construction.
Sydney Brownlee THE SYDGAN CORP
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$1,300,000
Sold Sep 22, 20251371 Lyndale Blvd, Winter Park, FL 32789
- 4 Beds
- 2.5 Baths
- 2,714 Sq Ft
- Built 1949
Last Sold Summary
- 4% Below List Price
- $479/SF
- 8 Days On Market
Current Estimated Value $1,298,319
Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC
1371 Lyndale Blvd, Winter Park, FL 32789 -
Est $1,561,232
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
Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES
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$389,000
- 2 Beds
- 2 Baths
- 1,140 Sq Ft
720 Killarney Bay Ct Unit 7-6, Winter Park, FL 32789
720 Killarney Bay Ct Unit 7-6, Winter Park, FL 32789Lisa Gould KELLER WILLIAMS WINTER PARK
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$1,890 Per Month
- 2 Beds
- 1 Bath
- 1,150 Sq Ft
- House for Rent
2510 Roxbury Rd, Winter Park, FL 32789
2510 Roxbury Rd, Winter Park, FL 32789This beautifully renovated half-duplex is just blocks from Lake Killarney, ideally situated between College Park and the Winter Park shopping district. Enjoy quick access to local favorites like the Orlando Science Center, Winter Park Village, and Mead Gardens—all just minutes away.The home features 2 bedrooms, 1 bathroom, and a dedicated carport for convenient parking. Inside, you'll
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$235,000
Sold Jan 29, 2026613 Orange Tree Ct Unit 507, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,256 Sq Ft
- Built 1974
Last Sold Summary
- 3% Below List Price
- $187/SF
- 10 Days On Market
Current Estimated Value $237,334
Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY
613 Orange Tree Ct Unit 507, Maitland, FL 32751 -
Est $1,509,425
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
Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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$820,000
$30K PRICE DROP- 5 Beds
- 3 Baths
- 2,242 Sq Ft
1927 Eland Ave, Winter Park, FL 32789
1927 Eland Ave, Winter Park, FL 32789Ryan Leitter CHARLES RUTENBERG REALTY ORLANDO
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$2,495 Per Month
- 2 Beds
- 2 Baths
- 1,140 Sq Ft
- Condo for Rent
720 Killarney Bay Ct, Winter Park, FL 32789
720 Killarney Bay Ct, Winter Park, FL 32789LAKE KILLARNEY CONDO IN WINTER PARK! Enjoy the best of Winter Park living in this beautiful 2-bedroom, 2-bath corner condo in the private lakefront community of Killarney Bay. Featuring an open floor plan, stone and wood flooring, high ceilings, quartz kitchen countertops, stainless-steel appliances, generous storage, and a stunning stone-accented fireplace. Plus a utility room with a full size
Lisa Gould KELLER WILLIAMS WINTER PARK
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$570,000
Sold Sep 16, 2026786 Mcintyre Ave, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 1,934 Sq Ft
- Built 1988
Last Sold Summary
- 9% Below List Price
- $295/SF
- 15 Days On Market
Current Estimated Value $627,586
Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES
786 Mcintyre Ave, Winter Park, FL 32789 -
Est $354,524
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
Last Listing Agent Abby Nelson RE/MAX 200 REALTY
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