Homes in ZIP Code 32789

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  /35

  Est $187,734 Not Listed For Sale

  2500 Lee Rd Unit 233, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft
  • Built 1969

  2500 Lee Rd Unit 233, Winter Park, FL 32789

  Last Sold Summary

  • 11% Below List Price
  • $329/SF
  • 3 Days On Market

  Last Sold Price $212,000

  Last Listing Agent Chevon Eaton CHEVON EATON
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  /34

  $1,200,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,837 Sq Ft

  244 Osceola Ct, Winter Park, FL 32789

  Under contract-accepting backup offers. Set in one of Winter Park’s most sought-after locations, this 1940 home delivers something that’s hard to recreate: walkability, character, and flexibility. Just steps from Downtown Winter Park, iconic Park Avenue, and Rollins College, with private access to Lake Osceola, the location alone sets this property apart. The home offers the charm of a historic

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  244 Osceola Ct, Winter Park, FL 32789
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  /2

  $125,000 Sold Feb 23, 2026

  1695 Lee Rd Unit B216, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Built 1966

  Last Sold Summary

  • 7% Below List Price
  • $109/SF
  • 7 Days On Market

  Current Estimated Value $130,804

  Last Listing Agent Martha Grasty EXP REALTY LLC

  1695 Lee Rd Unit B216, Winter Park, FL 32789
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  /2

  Est $232,356 Not Listed For Sale

  1250 S Denning Dr Unit 205, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 908 Sq Ft
  • Built 1967

  1250 S Denning Dr Unit 205, Winter Park, FL 32789

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 53 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Smayda Sosa Castillo EXP REALTY LLC
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  /3

  $190,000

  • Land
  • 0.05 Acre
  • $3,800,000 per Acre

  669 W Comstock Ave, Winter Park, FL 32789

  Lot Size: 2,245SQFT/0.05ACRE FL 32789

  Jonathan Minerick HOMECOIN.COM

  669 W Comstock Ave, Winter Park, FL 32789
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  /2

  $1,063,303 Sold Dec 10, 2025

  1835 Karolina Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,662 Sq Ft
  • Built 2025

  Last Sold Summary

  • 23% Above List Price
  • $399/SF
  • 50 Days On Market

  Current Estimated Value $1,059,714

  Last Listing Agent Laura Hope COMPASS FLORIDA LLC

  1835 Karolina Ave, Winter Park, FL 32789
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  /26

  Est $1,363,934 Not Listed For Sale

  311 E Morse Blvd Unit 1-3, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 2,304 Sq Ft
  • Built 1960

  311 E Morse Blvd Unit 1-3, Winter Park, FL 32789

  Last Sold Summary

  • 14% Below List Price
  • $692/SF
  • 94 Days On Market

  Last Sold Price $1,595,000

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY
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  /55

  $1,499,000 New Construction

  • 5 Beds
  • 4 Baths
  • 2,895 Sq Ft

  1473 Berkshire Ave, Winter Park, FL 32789

  Limited-time incentive: Seller offering a $20,000 buyer credit for qualified buyers. Brand-New 2025 Mediterranean Luxury in Historic Winter Park. Introducing 1473 Berkshire Avenue -- a newly completed residence on a peaceful, tree-lined street. This two-story home offers 5 bedrooms, 4 bathrooms, and nearly 2,900 sq ft of living space. Features include 10-ft ceilings, 8-ft solid-core doors,

  Crystal Canina Golden Group Realty LLC

  1473 Berkshire Ave, Winter Park, FL 32789
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  /2

  $312,000 Sold Oct 16, 2025

  1921 Dartmouth Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 987 Sq Ft
  • Built 1956

  Last Sold Summary

  • 16% Below List Price
  • $316/SF
  • 76 Days On Market

  Current Estimated Value $314,348

  Last Listing Agent Pat Hancock THOMAS LYNNE REALTY GROUP LLC

  1921 Dartmouth Ave, Winter Park, FL 32789
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  /2

  Est $209,186 Not Listed For Sale

  2500 Lee Rd Unit 107, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft
  • Built 1969

  2500 Lee Rd Unit 107, Winter Park, FL 32789

  Last Sold Summary

  • 3% Below List Price
  • $225/SF
  • 110 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Philip Shields EMPIRE NETWORK REALTY
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  /7

  $800,000 Pending

  • Land
  • 0.19 Acre
  • $4,210,526 per Acre

  1770 Bryan Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Discover a truly unique offering in the heart of Winter Park! 1770 Bryan Avenue is now on the market along with the adjoining lots at 1760 and 1780 Bryan Avenue, creating a rare opportunity to own three consecutive parcels in one of Central Florida’s most desirable communities.While each property is being sold and priced separately, buyers have the

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1770 Bryan Ave, Winter Park, FL 32789
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  /2

  $3,000,000 Sold Aug 18, 2025

  1730 Winchester Dr, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,080 Sq Ft
  • Built 2024

  Last Sold Summary

  • 9% Below List Price
  • $735/SF
  • 313 Days On Market

  Current Estimated Value $2,998,184

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  1730 Winchester Dr, Winter Park, FL 32789
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  /2

  Est $207,919 Not Listed For Sale

  1250 S Denning Dr Unit 124, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 903 Sq Ft
  • Built 1967

  1250 S Denning Dr Unit 124, Winter Park, FL 32789

  Last Sold Summary

  • 6% Above List Price
  • $217/SF
  • 26 Days On Market

  Last Sold Price $196,000

  Last Listing Agent Lacey Laird 7 WAVES REAL ESTATE
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  /37

  $164,000

  • 2 Beds
  • 1 Bath
  • 851 Sq Ft

  2500 Lee Rd Unit 219, Winter Park, FL 32789

  Welcome to life on Lake Killarney, one of Winter Park’s most sought-after lakefront communities! This charming 2-bedroom, 1-bathroom condo offers an unbeatable location and resort-style amenities—perfect for those seeking the true Florida lifestyle.Enjoy direct access to Lake Killarney, where residents can take advantage of boat slips available at a low cost on a first-come, first-serve basis, as

  Nicole Van Treese SUNDIAL REAL ESTATE LLC

  2500 Lee Rd Unit 219, Winter Park, FL 32789
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  /2

  $2,200,000 Sold Sep 09, 2025

  1554 Lake Knowles Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,155 Sq Ft
  • Built 1954

  Last Sold Summary

  • 12% Below List Price
  • $697/SF
  • 2 Days On Market

  Current Estimated Value $2,158,931

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1554 Lake Knowles Cir, Winter Park, FL 32789
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  /30

  Est $205,490 Not Listed For Sale

  2500 Lee Rd Unit 104, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft
  • Built 1969

  2500 Lee Rd Unit 104, Winter Park, FL 32789

  Last Sold Summary

  • 4% Below List Price
  • $224/SF
  • 6 Days On Market

  Last Sold Price $214,000

  Last Listing Agent Jennifer King CORCORAN PREMIER REALTY
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  /35

  $490,090 Open Fri 11:30AM - 1:30PM

  • 2 Beds
  • 2 Baths
  • 1,609 Sq Ft

  518 Shoreview Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. NESTLED IN THE HEART OF HISTORIC WINTER PARK, THIS CHARMING RESIDENCE AT 518 SHOREVIEW AVE OFFERS TIMELESS CHARCTER. JUST STEPS FROM BEAUTIFUL LAKE KILARNEY. INSIDE, YOU WILL FIND STUNNING HARDWOOD FLOORS THAT ADD WARMTH AND ELEGANCE THROUGHOUT, ALONG WITH AN UPDATED PRIMARY BATHROOM FEATURING A RELAXING GARDEN TUB.THE INVITING FLORIDA ROOM PROVIDES

  Kendra Heckart UNITED REAL ESTATE PREFERRED

  518 Shoreview Ave, Winter Park, FL 32789
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  /2

  $1,650,000 Sold Jun 30, 2025

  2339 Lafayette Ave, Winter Park, FL 32789

  • 4 Beds
  • 6 Baths
  • 3,379 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $488/SF
  • 15 Days On Market

  Current Estimated Value $1,668,664

  Last Listing Agent Skip Kirst COLLADO REAL ESTATE

  2339 Lafayette Ave, Winter Park, FL 32789
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  /2

  Est $328,953 Not Listed For Sale

  700 Melrose Ave Unit H3, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • Built 1964

  700 Melrose Ave Unit H3, Winter Park, FL 32789

  Last Sold Summary

  • 12% Below List Price
  • $347/SF
  • 6 Days On Market

  Last Sold Price $372,500

  Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
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  /7

  $1,390,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 3,253 Sq Ft

  501 Lakeview Ave, Winter Park, FL 32789

  Under Construction. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 1⁄2 baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that easily flexes as a

  Marie Ledbetter COLDWELL BANKER REALTY

  501 Lakeview Ave, Winter Park, FL 32789
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  /2

  $1,050,000 Sold Aug 14, 2025

  2250 Forrest Rd, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 1950

  Last Sold Summary

  • 12% Below List Price
  • $704/SF
  • 0 Days On Market

  Current Estimated Value $1,034,349

  Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  2250 Forrest Rd, Winter Park, FL 32789
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  /21

  Est $290,439 Not Listed For Sale

  700 Melrose Ave Unit E1, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 1,035 Sq Ft
  • Built 1964

  700 Melrose Ave Unit E1, Winter Park, FL 32789

  Last Sold Summary

  • 5% Below List Price
  • $297/SF
  • 49 Days On Market

  Last Sold Price $307,000

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES
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  /6

  $1,550,000 New Construction

  • 5 Beds
  • 4 Baths
  • 3,164 Sq Ft

  1523 Miller Ave, Winter Park, FL 32789

  Under Construction. UNDER CONSTRUCTION. This 3,164 sq ft new construction home at 1523 Miller Ave, Winter Park, FL 32789 combines modern design, high-end finishes, and an unbeatable central location. Featuring 5 bedrooms, 4 full bathrooms, and a private salt-water pool, the home is designed for both everyday comfort and effortless entertaining. The open L-shaped living, kitchen, and dining area

  Eric Trumble II CHARLES RUTENBERG REALTY ORLANDO

  1523 Miller Ave, Winter Park, FL 32789
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  /2

  $200,000 Sold Jan 30, 2026

  1821 Killarney Dr, Winter Park, FL 32789

  • Land
  • 0.38 Acre
  • $526,316 per Acre

  Last Sold Summary

  Current Estimated Value $131,864

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  1821 Killarney Dr, Winter Park, FL 32789
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  /51

  Est $692,193 Not Listed For Sale

  350 Carolina Ave Unit 301, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,544 Sq Ft
  • Built 2006

  350 Carolina Ave Unit 301, Winter Park, FL 32789

  Last Sold Summary

  • 2% Below List Price
  • $456/SF
  • 26 Days On Market

  Last Sold Price $704,700

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC
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  /30

  $485,000

  • 4 Beds
  • 2 Baths
  • 1,718 Sq Ft

  240 Orange Terrace Dr, Winter Park, FL 32789

  PRICE IMPROVEMENT - SELLER MOTIVATED - MOVE IN READY - NO HOA, PRIME WINTER PARK LOCATION, CLOSE TO I-4! Nestled in the heart of Winter Park near Lake Killarney, this beautifully updated 4-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and style. Just minutes from Fairbanks and I-4, you’ll enjoy quick access to top shopping, dining, and all that Winter Park has to

  Susan Pinnock A+ REALTY PROFESSIONALS, INC

  240 Orange Terrace Dr, Winter Park, FL 32789
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  /2

  $965,000 Sold Jul 07, 2025

  1760 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,245 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $430/SF
  • 11 Days On Market

  Current Estimated Value $948,924

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  1760 Mondrian Cir, Winter Park, FL 32789
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  /22

  Est $1,143,925 Not Listed For Sale

  100 S Virginia Ave Unit 402, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,599 Sq Ft
  • Built 2008

  100 S Virginia Ave Unit 402, Winter Park, FL 32789

  Last Sold Summary

  • 8% Below List Price
  • $478/SF
  • 4 Days On Market

  Last Sold Price $1,242,802

  Last Listing Agent Katie Morrison KELLER WILLIAMS HERITAGE REALTY
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  /28

  $124,990 Pending

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit E211, Winter Park, FL 32789

  Under contract-accepting backup offers. HUGE $15,900 PRICE DROP! Discover your perfect home in this two-bedroom, one-bath second-floor unit at Waterfall Cove, ideally situated in the heart of Winter Park. This inviting open-concept layout features large windows that fill the space with natural light, along with cozy carpeting throughout and stylish tile in the bathroom. Each bedroom offers a

  David Small KELLER WILLIAMS REALTY SMART 1

  1695 Lee Rd Unit E211, Winter Park, FL 32789
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  /2

  $975,000 Sold Nov 18, 2025

  901 Palmer Ave, Winter Park, FL 32789

  • Land
  • 0.32 Acre
  • $3,046,875 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 33 Days On Market

  Current Estimated Value $1,041,482

  Last Listing Agent Sharon Helsby FANNIE HILLMAN & ASSOCIATES

  901 Palmer Ave, Winter Park, FL 32789
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  /2

  Est $1,109,902 Not Listed For Sale

  100 S Virginia Ave Unit 401, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,615 Sq Ft
  • Built 2008

  100 S Virginia Ave Unit 401, Winter Park, FL 32789

  Last Sold Summary

  • 2% Below List Price
  • $433/SF
  • 1 Day On Market

  Last Sold Price $1,131,000

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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  /32

  $1,525,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,022 Sq Ft

  132 Burks Cir, Winter Park, FL 32789

  Under contract-accepting backup offers. Just Reduced $100,000 below appraised value!!!!! Experience refined living in this completely remodeled single story residence located in the heart of Winter Park. Enjoy luxury living in this impeccably maintained home. This beauty offers three spacious bedrooms and three beautifully appointed baths in the main house and a 1bed/1bth studio apt above the

  Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS

  132 Burks Cir, Winter Park, FL 32789
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  /2

  $1,650,000 Sold Oct 09, 2025

  1915 Stonehurst Rd, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,489 Sq Ft
  • Built 1956

  Last Sold Summary

  • $663/SF
  • 0 Days On Market

  Current Estimated Value $1,624,347

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  1915 Stonehurst Rd, Winter Park, FL 32789
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  /2

  Est $631,129 Not Listed For Sale

  350 Carolina Ave Unit 207, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,529 Sq Ft
  • Built 2006

  350 Carolina Ave Unit 207, Winter Park, FL 32789

  Last Sold Summary

  • 1% Below List Price
  • $419/SF
  • 100 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Abby Green IAD FLORIDA LLC
• 

  

  /22

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,514 Sq Ft

  2560 Franklin Ave, Winter Park, FL 32789

  Come see this charming 4 bed, 2 bath, 2 story home in Winter Park/ Lake Killarney location, 6 mins to downtown Winter park & Winter Park Village with an outdoor shopping center featuring many shops & restaurants. Convenience to Wholefood & Publix Supermarket. Quiet neighborhood with No HOA fees. Its stone elevation gives a captivating curb appeal. Situated on a generous 0.34 acres lot. The

  Jiraporn Wasserman LoKation

  2560 Franklin Ave, Winter Park, FL 32789
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  /2

  $362,500 Sold Jul 30, 2025

  311 E Morse Blvd Unit 6-7, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 884 Sq Ft
  • Built 1960

  Last Sold Summary

  • 19% Below List Price
  • $410/SF
  • 103 Days On Market

  Current Estimated Value $359,112

  Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 6-7, Winter Park, FL 32789
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  /23

  Not Listed For Sale

  1500 Gay Rd Unit 9C, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1972

  1500 Gay Rd Unit 9C, Winter Park, FL 32789

  Last Sold Summary

  • $225/SF
  • 24 Days On Market

  Last Sold Price $231,000

  Last Listing Agent Jason Zinno RE/MAX
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  /62

  $2,295,000

  • 4 Beds
  • 3 Baths
  • 3,828 Sq Ft

  1624 Barcelona Way, Winter Park, FL 32789

  Totally traditional. This luxury single-story home is in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre, beautifully landscaped lot. Original home was mostly gutted down to the studs in 2011-2012 and completely re-done. Interior layout boasts formal living with bay window and tall ceilings, dining room with antiqued mirror set into extensive

  Jan Walker PREMIER SOTHEBY'S INTL. REALTY

  1624 Barcelona Way, Winter Park, FL 32789
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  /2

  $1,100,000 Sold Apr 10, 2025

  1932 Temple Dr, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft
  • Built 1952

  Last Sold Summary

  • 15% Below List Price
  • $452/SF
  • 44 Days On Market

  Current Estimated Value $1,113,982

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  1932 Temple Dr, Winter Park, FL 32789
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  /2

  Est $231,597 Not Listed For Sale

  700 Melrose Ave Unit H1, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 810 Sq Ft
  • Built 1964

  700 Melrose Ave Unit H1, Winter Park, FL 32789

  Last Sold Summary

  • 7% Below List Price
  • $309/SF
  • 90 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

Showing Results 441 - 480, Page 12 of 18