Homes in ZIP Code 32789

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  $6,300,000 Sold Nov 04, 2025

  1308 Green Cove Rd, Winter Park, FL 32789

  • 4 Beds
  • 5.5 Baths
  • 6,981 Sq Ft
  • Built 1990

  Last Sold Summary

  • $902/SF
  • 0 Days On Market

  Current Estimated Value $6,327,408

  Last Listing Agent Nicole Seybold FANNIE HILLMAN & ASSOCIATES

  1308 Green Cove Rd, Winter Park, FL 32789
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  Est $302,130 Not Listed For Sale

  1302 S Pennsylvania Ave Unit 4, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft
  • Built 1983

  1302 S Pennsylvania Ave Unit 4, Winter Park, FL 32789

  Last Sold Summary

  • 8% Below List Price
  • $398/SF
  • 4 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK
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  $1,099,000

  • 3 Beds
  • 3.5 Baths
  • 2,193 Sq Ft

  1768 Mondrian Cir, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Step into refined lakeside living at the exclusive Lake Killarney Townhomes, where contemporary elegance meets everyday convenience. This ultra-private corner unit boasts one of the community’s most desirable floor plans—perfectly positioned in a peaceful enclave just steps from the vibrant heart of Winter Park Village and mere minutes from I4,

  Brandon Geers COMPASS FLORIDA LLC

  1768 Mondrian Cir, Winter Park, FL 32789
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  $1,340,000 Sold May 28, 2025

  571 Lakefront Blvd, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 5,500 Sq Ft
  • Built 1967

  Last Sold Summary

  • 68% Below List Price
  • $244/SF
  • 293 Days On Market

  Current Estimated Value $1,358,927

  Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

  571 Lakefront Blvd, Winter Park, FL 32789
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  Est $618,886 Not Listed For Sale

  1086 Azalea Ln, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft
  • Built 1983

  1086 Azalea Ln, Winter Park, FL 32789

  Last Sold Summary

  • 6% Below List Price
  • $369/SF
  • 17 Days On Market

  Last Sold Price $658,125

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES
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  $1,095,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  2607 Lafayette Ave, Winter Park, FL 32789

  Welcome to 2607 Lafayette Avenue – a stunning custom-built residence nestled in one of Winter Park’s most desirable neighborhoods. This beautifully crafted home offers 4 spacious bedrooms, 3.5 bathrooms, and 2,770 square feet of refined living space designed for modern comfort and effortless entertaining.Step inside to discover an open-concept layout that seamlessly connects the kitchen,

  Maggie Walas FORTUNE INTERNATIONAL REALTY

  2607 Lafayette Ave, Winter Park, FL 32789
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  $4,430,000 Sold Oct 09, 2025

  2161 Sharon Rd, Winter Park, FL 32789

  • 5 Beds
  • 6.5 Baths
  • 6,338 Sq Ft
  • Built 2023

  Last Sold Summary

  • 11% Below List Price
  • $699/SF
  • 247 Days On Market

  Current Estimated Value $4,294,685

  Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

  2161 Sharon Rd, Winter Park, FL 32789
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  Not Listed For Sale

  213 E Canton Ave Unit 213, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1971

  213 E Canton Ave Unit 213, Winter Park, FL 32789

  Last Sold Summary

  • $457/SF
  • 97 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Becki Douglas MAINFRAME REAL ESTATE
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  /30

  $500,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,683 Sq Ft

  1289 Harmon Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Multiple Offers! Highest and Best due by 12:00pm on Tuesday 3/10! This impeccable townhome is located in sought after Winter Park. A lovely walkway brings you the front door, where you enter into the foyer of the home. The living room boasts loads of natural light from newer large picture windows, vaulted ceilings, newer porcelain floors and a French door

  Beth Logullo KELLER WILLIAMS WINTER PARK

  1289 Harmon Ave, Winter Park, FL 32789
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  $519,180 Sold Jul 08, 2025

  2518 Sweetwater Trail, Winter Park, FL 32789

  • 4 Beds
  • 2 Baths
  • 2,205 Sq Ft
  • Built 1965

  Last Sold Summary

  • 21% Below List Price
  • $235/SF
  • 201 Days On Market

  Current Estimated Value $589,203

  Last Listing Agent Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  2518 Sweetwater Trail, Winter Park, FL 32789
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  /30

  Est $1,779,453 Not Listed For Sale

  102 S Virginia Ave Unit 110, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,778 Sq Ft
  • Built 2008

  102 S Virginia Ave Unit 110, Winter Park, FL 32789

  Last Sold Summary

  • 12% Above List Price
  • $421/SF
  • 70 Days On Market

  Last Sold Price $1,590,000

  Last Listing Agent Anthony Consalvo FLORIDA ONE REAL ESTATE LLC
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  $585,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,818 Sq Ft

  1809 Hammerlin Ave, Winter Park, FL 32789

  Highly coveted Winter Park! 40+ Pictures! This stunning 2-story end unit offers the epitome of modern convenience and elegant living; this residence provides the ideal "lock and go" lifestyle. Step through the charming covered front porch into the inviting open living area, adorned with abundant natural light, gleaming real wood flooring, and exquisite crown molding. Hosting gatherings is

  Edward Rice NICOLE-HUDSON REALTY CORP

  1809 Hammerlin Ave, Winter Park, FL 32789
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  $1,565,000 Sold Sep 24, 2025

  1450 Glencoe Rd, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,662 Sq Ft
  • Built 1952

  Last Sold Summary

  • 1% Below List Price
  • $588/SF
  • 42 Days On Market

  Current Estimated Value $1,559,110

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1450 Glencoe Rd, Winter Park, FL 32789
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  /2

  Est $431,104 Not Listed For Sale

  1216 Park Green Place, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,020 Sq Ft
  • Built 1982

  1216 Park Green Place, Winter Park, FL 32789

  Last Sold Summary

  • 3% Below List Price
  • $220/SF
  • 207 Days On Market

  Last Sold Price $445,000

  Last Listing Agent Dustin Hope BUY THE SEA REALTY LLC
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  $699,000

  • Land
  • 0.32 Acre
  • $2,184,375 per Acre

  763 Overspin Dr, Winter Park, FL 32789

  Ideally located near Dubsdread Golf Course, this property sits amid the charming, oak-canopied neighborhoods of Winter Park and College Park. Enjoy convenient access to boutique shopping, popular attractions, I-4, and top-rated neighborhood schools: Princeton Elementary, College Park Middle, and Edgewater High. The 100' wide x 140' deep lot is zoned R-1A. To divide the property into two buildable

  Jill Miles Sunshine Realty & Vacation Rentals, LLC

  763 Overspin Dr, Winter Park, FL 32789
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  $600,000 Sold Apr 04, 2025

  631 Callahan St, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,751 Sq Ft
  • Built 1950

  Last Sold Summary

  • 8% Below List Price
  • $343/SF
  • 41 Days On Market

  Current Estimated Value $618,158

  Last Listing Agent Yousef Zeidan RE/MAX PRIME PROPERTIES

  631 Callahan St, Winter Park, FL 32789
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  Est $1,007,536 Not Listed For Sale

  645 N Interlachen Ave, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • Built 1981

  645 N Interlachen Ave, Winter Park, FL 32789

  Last Sold Summary

  • 14% Below List Price
  • $661/SF
  • 107 Days On Market

  Last Sold Price $1,168,000

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC
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  $1,634,900 Open Fri 2PM - 6PM

  • 5 Beds
  • 4.5 Baths
  • 3,252 Sq Ft

  1510 Miller Ave, Winter Park, FL 32789

  New Construction – JUST COMPLETED! Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and convenience — all within

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  1510 Miller Ave, Winter Park, FL 32789
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  $414,000 Sold Feb 19, 2026

  740 Baffie Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Below List Price
  • $284/SF
  • 94 Days On Market

  Current Estimated Value $425,153

  Last Listing Agent Chris Creegan CREEGAN GROUP

  740 Baffie Ave, Winter Park, FL 32789
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  Est $2,118,567 Not Listed For Sale

  200 S Interlachen Ave Unit 450, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,110 Sq Ft
  • Built 2001

  200 S Interlachen Ave Unit 450, Winter Park, FL 32789

  Last Sold Summary

  • 4% Below List Price
  • $707/SF
  • 85 Days On Market

  Last Sold Price $2,200,000

  Last Listing Agent Lisa Shear FANNIE HILLMAN & ASSOCIATES
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  $120,000

  • 2 Beds
  • 1 Bath

  1695 Lee Rd Unit B204, Winter Park, FL 32789

  2 bedroom, 2 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. Unit is long-term tenant occupied, offering immediate rental income for an investor buyer. Interior is in original condition and presents an excellent opportunity for updates and value enhancement. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village,

  Mauricio Toro MTRE GROUPE LLC

  1695 Lee Rd Unit B204, Winter Park, FL 32789
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  $2,250,000 Sold Nov 17, 2025

  600 Ololu Dr, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,749 Sq Ft
  • Built 2004

  Last Sold Summary

  • 2% Below List Price
  • $600/SF
  • 2 Days On Market

  Current Estimated Value $2,209,943

  Last Listing Agent David Francetic COLDWELL BANKER REALTY

  600 Ololu Dr, Winter Park, FL 32789
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  Est $817,806 Not Listed For Sale

  1272 S Pennsylvania Ave Unit 11, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft
  • Built 2007

  1272 S Pennsylvania Ave Unit 11, Winter Park, FL 32789

  Last Sold Summary

  • 13% Below List Price
  • $478/SF
  • 60 Days On Market

  Last Sold Price $935,000

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY
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  $2,200,000 Open Sun 1AM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 3,472 Sq Ft

  2423 Via Sienna, Winter Park, FL 32789

  Welcome to 2423 Via Sienna, gracefully positioned on a quiet cul-de-sac in the heart of Winter Park. This charming, established enclave is just moments from the Winter Park Racquet Club, Phelps Park, the YMCA, and the renowned boutiques and dining of Park Avenue.This exceptional four-bedroom, three-and-a-half-bath pool residence has been taken to the studs and masterfully reimagined with

  Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

  2423 Via Sienna, Winter Park, FL 32789
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  $645,000 Sold Jun 13, 2025

  796 Mcintyre Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $338/SF
  • 18 Days On Market

  Current Estimated Value $642,996

  Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  796 Mcintyre Ave, Winter Park, FL 32789
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  Est $1,586,769 Not Listed For Sale

  101 S New York Ave Unit 301, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,176 Sq Ft
  • Built 2008

  101 S New York Ave Unit 301, Winter Park, FL 32789

  Last Sold Summary

  • 18% Above List Price
  • $425/SF
  • 2 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Edward Johnston COLDWELL BANKER REALTY
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  /50

  $1,775,000 Pending

  • 5 Beds
  • 7 Baths
  • 3,116 Sq Ft

  1861 Taylor Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. PRICE IMPROVEMENT! This exceptional custom residence, built by Meridian Homes and designed by Zero Latitude, offers a rare combination of thoughtful architecture, high-end finishes, and modern functionality. Interior design by Lauren Ayers Interiors sets a refined tone throughout, complemented by curated details such as Rifle Paper wallpaper, accent walls,

  Kevin Kelly FANNIE HILLMAN & ASSOCIATES

  1861 Taylor Ave, Winter Park, FL 32789
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  $560,000 Sold Jan 27, 2026

  1875 Staunton Ave, Winter Park, FL 32789

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft
  • Built 1954

  Last Sold Summary

  • 3% Below List Price
  • $275/SF
  • 89 Days On Market

  Current Estimated Value $555,813

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  1875 Staunton Ave, Winter Park, FL 32789
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  /2

  Est $1,205,029 Not Listed For Sale

  335 W Welbourne Ave Unit 103, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,734 Sq Ft
  • Built 2008

  335 W Welbourne Ave Unit 103, Winter Park, FL 32789

  Last Sold Summary

  • 3% Below List Price
  • $454/SF
  • 184 Days On Market

  Last Sold Price $1,242,000

  Last Listing Agent Gernelle Bokuniewicz LIVELY REAL ESTATE
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  /18

  $4,199,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,891 Sq Ft

  1417 Williams Dr, Winter Park, FL 32789

  Under Construction. Tucked away on a quiet cul-de-sac in the coveted Park Grove community, this home sits on an expansive 0.37-acre lot, just moments from the boutiques, dining, and charm of Park Avenue. The exterior makes a striking first impression with a refined architectural façade that feels both timeless and distinctive. Inside, a dramatic 20-foot foyer welcomes you with abundant natural

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1417 Williams Dr, Winter Park, FL 32789
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  $569,000 Sold May 30, 2025

  1368 Devon Rd, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,642 Sq Ft
  • Built 1952

  Last Sold Summary

  • $347/SF
  • 5 Days On Market

  Current Estimated Value $587,372

  Last Listing Agent Karen Ripperger LPT REALTY, LLC

  1368 Devon Rd, Winter Park, FL 32789
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  Est $292,783 Not Listed For Sale

  500 N Pennsylvania Ave Unit G, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 709 Sq Ft
  • Built 1981

  500 N Pennsylvania Ave Unit G, Winter Park, FL 32789

  Last Sold Summary

  • 1% Above List Price
  • $409/SF
  • 76 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY
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  $575,000

  • 3 Beds
  • 2.5 Baths
  • 1,616 Sq Ft

  1781 Indiana Ave Unit A, Winter Park, FL 32789

  Welcome to 1781 Indiana Avenue, Unit A, a beautifully appointed three-bedroom, two and a half bathroom townhouse nestled in the heart of Winter Park. This inviting residence offers the perfect blend of comfort and convenience, featuring a spacious two-car garage and a private courtyard ideal for morning coffee, outdoor dining, or relaxing in the Florida sunshine. Inside, the thoughtfully designed

  James Rouadi CARLISLE REALTY, LLC

  1781 Indiana Ave Unit A, Winter Park, FL 32789
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  $2,935,000 Sold May 27, 2025

  266 Chase Ave, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,088 Sq Ft
  • Built 1930

  Last Sold Summary

  • 10% Below List Price
  • $718/SF
  • 30 Days On Market

  Current Estimated Value $2,884,132

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

  266 Chase Ave, Winter Park, FL 32789
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  Not Listed For Sale

  200 Carolina Ave Unit 402A, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 1982

  200 Carolina Ave Unit 402A, Winter Park, FL 32789

  Last Sold Summary

  • $463/SF
  • 74 Days On Market

  Last Sold Price $625,000

  Last Listing Agent A.V. Blalock COLDWELL BANKER REALTY
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  $895,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,016 Sq Ft

  1774 Mondrian Cir, Winter Park, FL 32789

  Experience the epitome of luxury lakeside living in Winter Park at our exclusive townhome community. Located in a prime spot, our collection of 30 modern townhomes offer a unique blend of elegance and leisure, with Lake Killarney as your picturesque backdrop. This cutting-edge three-bedroom masterpiece redefines contemporary living, featuring a grand foyer, open-concept kitchen, elegant dining

  Brian Teach COLDWELL BANKER REALTY

  1774 Mondrian Cir, Winter Park, FL 32789
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  $2,100,000 Sold Jul 07, 2025

  104 Cortland Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 3,182 Sq Ft
  • Built 1926

  Last Sold Summary

  • 12% Below List Price
  • $660/SF
  • 36 Days On Market

  Current Estimated Value $2,080,018

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

  104 Cortland Ave, Winter Park, FL 32789
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  Est $321,667 Not Listed For Sale

  1132 Park Green Place, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Built 1991

  1132 Park Green Place, Winter Park, FL 32789

  Last Sold Summary

  • 8% Below List Price
  • $273/SF
  • 1 Day On Market

  Last Sold Price $350,000

  Last Listing Agent Christi Nixon CHARLES RUTENBERG REALTY ORLANDO
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  $1,295,000 Pending

  • 2 Beds
  • 2 Baths
  • 2,053 Sq Ft

  1602 Alabama Dr Unit 203, Winter Park, FL 32789

  Under contract-accepting backup offers. A spectacular two-bedroom, two-bath home available in the historic Alabama Condominiums. Located on the second floor with breathtaking views of Lake Maitland on the Winter Park Chain of Lakes and the beautiful grounds of The Alabama. Recently renovated with updated bathrooms, and a new kitchen which includes gorgeous cabinets, stone counters and stainless

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1602 Alabama Dr Unit 203, Winter Park, FL 32789
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  $749,000 Sold Aug 01, 2025

  1429 Indiana Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,939 Sq Ft
  • Built 2019

  Last Sold Summary

  • 6% Below List Price
  • $386/SF
  • 63 Days On Market

  Current Estimated Value $744,896

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  1429 Indiana Ave, Winter Park, FL 32789

Showing Results 641 - 680, Page 17 of 18