Homes in ZIP Code 32789

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  /8

  $1,360,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,735 Sq Ft

  420 Ohio St, Winter Park, FL 32789

  Pre-Construction. To be built. On a prominent corner lot in the evolving Killarney neighborhood, this offering presents a rare chance to create a custom residence in the heart of the 32789 zip code. Set among a mix of established homes and new construction, the setting reflects the ongoing transformation of the area while remaining close to the amenities that define Winter Park living. The

  Leighton Hope COMPASS FLORIDA LLC

  420 Ohio St, Winter Park, FL 32789
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  /23

  $3,500 Per Month

  • 4 Beds
  • 2 Baths
  • 2,099 Sq Ft
  • House for Rent

  2115 Sycamore Dr, Winter Park, FL 32789

  Updated Charming 4 Bed/2 Bath mid-century home located in Northwood Terrace/Audubon Park (just across the street from Baldwin Park). You will love the large lot .34 Acres with it botanical garden, meditation area, a patio with a raised HOT Tub (perfect for a starry night) and plenty of privacy with all the lush foliage. The front door opens to a great room where the kitchen, living area, dining

  John Goggin STOCKWORTH REALTY GROUP

  2115 Sycamore Dr, Winter Park, FL 32789
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  /2

  $850,000 Sold Mar 31, 2026

  1929 S Lakemont Ave, Winter Park, FL 32792

  • 3 Beds
  • 3.5 Baths
  • 2,160 Sq Ft
  • Built 2023

  Last Sold Summary

  • 10% Below List Price
  • $394/SF
  • 91 Days On Market

  Current Estimated Value $907,218

  Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

  1929 S Lakemont Ave, Winter Park, FL 32792
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  /46

  Est $1,225,837 Not Listed For Sale

  1778 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,377 Sq Ft
  • Built 2023

  1778 Mondrian Cir, Winter Park, FL 32789

  Last Sold Summary

  • 2% Below List Price
  • $526/SF
  • 51 Days On Market

  • Last Sold Price $1,250,000
  • Mar 14, 2025

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY
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  /54

  $1,495,000

  • 4 Beds
  • 4 Baths
  • 3,046 Sq Ft

  1077 Minnesota Ave, Winter Park, FL 32789

  Huge price improvement. Seller is relocating and motivated. Built in 2025 by Nautilus Homes and lightly lived in, this custom Winter Park residence offers a rare combination of new construction quality, thoughtful owner upgrades, and a highly desirable location between Orlando Avenue and Orange Avenue, just minutes from Park Avenue shopping, dining, and cultural attractions. Set behind mature

  Shahram Sondi SHAHRAM SONDI + CO.

  1077 Minnesota Ave, Winter Park, FL 32789
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  /17

  $2,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit E115, Winter Park, FL 32789

  Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit E115, Winter Park, FL 32789
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  /45

  $1,100,000 Sold May 29, 2025

  708 Balmoral Rd, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,786 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Below List Price
  • $395/SF
  • 130 Days On Market

  Current Estimated Value $1,126,539

  Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

  708 Balmoral Rd, Winter Park, FL 32789
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  /44

  Est $571,664 Not Listed For Sale

  1250 Formosa Ave, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 1,937 Sq Ft
  • Built 2022

  1250 Formosa Ave, Winter Park, FL 32789

  Last Sold Summary

  • 4% Below List Price
  • $307/SF
  • 50 Days On Market

  • Last Sold Price $595,000
  • May 06, 2024

  Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS
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  /53

  $1,750,000

  • 3 Beds
  • 3 Baths
  • 2,488 Sq Ft

  1110 Alabama Dr, Winter Park, FL 32789

  Come home to this gorgeous 3 Bed/3 Bath Winter Park masterpiece on a premier corner lot at the intersection of the coveted Alabama Drive and Palmer Avenue. FULLY RENOVATED DOWN TO THE STUDS IN 2020.Located in one of Winter Park’s most highly sought-after areas, the property is beautifully framed by the iconic tree-lined brick streets of the Chain of Lakes district and surrounded by historic

  Omar Albaba COLDWELL BANKER REALTY

  1110 Alabama Dr, Winter Park, FL 32789
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  /24

  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Condo for Rent

  151 N Orlando Ave Unit 118, Winter Park, FL 32789

  Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix,

  Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

  151 N Orlando Ave Unit 118, Winter Park, FL 32789
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  /2

  $699,000 Sold Jun 30, 2025

  1632 Haven Dr, Orlando, FL 32803

  • 3 Beds
  • 2.5 Baths
  • 1,772 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $394/SF
  • 110 Days On Market

  Current Estimated Value $496,000

  Last Listing Agent Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

  1632 Haven Dr, Orlando, FL 32803
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  /44

  Est $861,182 Not Listed For Sale

  1403 Michigan Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,513 Sq Ft
  • Built 2024

  1403 Michigan Ave, Winter Park, FL 32789

  Last Sold Summary

  • 7% Below List Price
  • $369/SF
  • 65 Days On Market

  • Last Sold Price $927,000
  • May 06, 2024

  Last Listing Agent Amanda Wood RE/MAX
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  /53

  $4,595,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,181 Sq Ft

  1336 College Point, Winter Park, FL 32789

  Under contract-accepting backup offers. Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past while offering contemporary sophistication. Unlike many historic properties, it is free from preservation restrictions, allowing for seamless enhancements. On the

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1336 College Point, Winter Park, FL 32789
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  /15

  $1,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit D116, Winter Park, FL 32789

  Welcome Home to Waterfall Cove in Winter Park! This spacious 3-bedroom, 2-bath ground floor corner unit is move-in ready with fresh paint and brand new carpet throughout. Corner placement means extra natural light and a layout that lives even larger than its generous footprint. Community Perks include a sparkling pool just in time for summer, secured building access, and a peaceful, park-like

  Ryan Hoppe ZEAL REALTY

  1695 Lee Rd Unit D116, Winter Park, FL 32789
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  /2

  $3,020,000 Sold Oct 02, 2025

  1820 Englewood Rd, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,263 Sq Ft
  • Built 2015

  Last Sold Summary

  • 8% Below List Price
  • $708/SF
  • 70 Days On Market

  Current Estimated Value $3,004,771

  Last Listing Agent David Hung KELLER WILLIAMS ADVANTAGE III

  1820 Englewood Rd, Winter Park, FL 32789
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  /88

  Est $1,910,234 Not Listed For Sale

  1661 Hillcrest Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,161 Sq Ft
  • Built 2017

  1661 Hillcrest Ave, Winter Park, FL 32789

  Last Sold Summary

  • 6% Above List Price
  • $569/SF
  • 21 Days On Market

  • Last Sold Price $1,800,000
  • Apr 18, 2024

  Last Listing Agent Domenique Lombardo ROYALTY R E BOUTIQUE INC
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  /10

  $1,250,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,525 Sq Ft

  1870 Staunton Ave, Winter Park, FL 32789

  Pre-Construction. To be built. Discover a rare opportunity to build a fully custom residence in the highly sought-after Killarney Shores neighborhood of Winter Park—one of the last areas where new construction at this level remains attainable below $1.3M. Exclusively curated by The Hope Group, this offering pairs premier design with a seamless build experience alongside Deep Roots Construction,

  Vinny Lay COMPASS FLORIDA LLC

  1870 Staunton Ave, Winter Park, FL 32789
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  /89

  $4,000 Per Month

  • 4 Beds
  • 2 Baths
  • 1,548 Sq Ft
  • House for Rent

  1815 Barker Dr, Winter Park, FL 32789

  Furnished turn-key luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath one story home features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. Ideally located just minutes from Orlando's top attractions, hospitals, airports, Winter Park's cultural gems,

  Benjamin Cole, IV SOTERA LIVING

  1815 Barker Dr, Winter Park, FL 32789
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  /2

  $389,900 Sold Mar 18, 2026

  700 Melrose Ave Unit M4, Winter Park, FL 32789

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

  Last Sold Summary

  • 1% Below List Price
  • $363/SF
  • 7 Days On Market

  Current Estimated Value $383,763

  Last Listing Agent Mary Harmening ROAM FLORIDA REALTY LLC

  700 Melrose Ave Unit M4, Winter Park, FL 32789
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  /39

  Est $834,235 Not Listed For Sale

  1770 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,193 Sq Ft
  • Built 2023

  1770 Mondrian Cir, Winter Park, FL 32789

  Last Sold Summary

  • 1% Above List Price
  • $376/SF
  • 18 Days On Market

  • Last Sold Price $825,000
  • Mar 18, 2024

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY
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  /31

  $267,000 Pending

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

  1500 Gay Rd Unit 8D, Winter Park, FL 32789

  Welcome to the most beautifully updated 2 Bedroom 2 bath End Unit in a Lakefront Community on Lake Killarney. This home features Quartz counter tops with a Granite Island and stainless steel appliances, along with a beverage refrigerator, and luxury vinyl flooring through out the whole unit. A huge living room offers loads of gathering and entertaining space in this cheerful home. Enjoy Florida

  Trevor Laug. Realtor SOLID OAK REAL ESTATE LLC

  1500 Gay Rd Unit 8D, Winter Park, FL 32789
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  /17

  $3,200 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft
  • House for Rent

  653 Symonds Ave, Winter Park, FL 32789

  Charming 3BR/2.5BA single-family home in desirable Winter Park! Interior features include ceramic tile & laminate flooring, ceiling fans, and a bright kitchen with breakfast bar/kitchen island and stainless-steel appliances. Washer/dryer and major kitchen appliances included. Conveniently located near Hannibal Square, Park Ave, Central Park, Rollins College, the Winter Park Community Center, and

  Alessandra Oliveira FLORIDA CONNEXION PROPERTIES

  653 Symonds Ave, Winter Park, FL 32789
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  /2

  $417,100 Sold Nov 24, 2025

  690 Osceola Ave Unit 502, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1969

  Last Sold Summary

  • 26% Below List Price
  • $298/SF
  • 196 Days On Market

  Current Estimated Value $437,105

  Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

  690 Osceola Ave Unit 502, Winter Park, FL 32789
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  /25

  Est $2,012,844 Not Listed For Sale

  1925 Killarney Dr, Winter Park, FL 32789

  1925 Killarney Dr, Winter Park, FL 32789

  Last Sold Summary

  • 1% Above List Price
  • 33 Days On Market

  • Last Sold Price $2,000,000
  • Feb 28, 2024

  Last Listing Agent Cathy Marino CATHY S. MARINO REALTY, INC.
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  /35

  $650,000 Pending

  • 5 Beds
  • 3 Baths
  • 1,917 Sq Ft

  352 Cambridge Blvd, Winter Park, FL 32789

  Under contract-accepting backup offers. This charming, income-producing property is a standout investment opportunity offering the rare ability to either live in or collect rent from separate units. The main house features a bright, open floorplan with three bedrooms and one beautifully remodeled bathroom, highlighted by warm wood flooring, a welcoming family room, formal dining room, and a

  Karen Jacobs COLDWELL BANKER REALTY

  352 Cambridge Blvd, Winter Park, FL 32789
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  /32

  $3,475 Per Month

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • House for Rent

  1850 Whitehall Dr, Winter Park, FL 32789

  This is a wonderful pool home located in the sought after neighborhood of Kenilworth Shores in Winter Park. It features 3 bedrooms & 2 baths with an open floor plan. Family room/dining room combo, a wonderful Florida room overlooking the backyard & pool area. Enjoy the weekends lounging around the black bottom pool and the lush landscape surrounding the backyard. ALL UTILITIES included! The

  Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

  1850 Whitehall Dr, Winter Park, FL 32789
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  /2

  $1,200,000 Sold Mar 20, 2026

  950 Aragon Ave, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 2020

  Last Sold Summary

  • $463/SF
  • 5 Days On Market

  Current Estimated Value $1,184,514

  Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

  950 Aragon Ave, Winter Park, FL 32789
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  /2

  Est $993,813 Not Listed For Sale

  311 E Morse Blvd Unit 6-18, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 2,096 Sq Ft
  • Built 1960

  311 E Morse Blvd Unit 6-18, Winter Park, FL 32789

  Last Sold Summary

  • 1% Below List Price
  • $477/SF
  • 102 Days On Market

  • Last Sold Price $1,000,000
  • Dec 27, 2024

  Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO
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  /39

  $589,900

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft

  1354 Indiana Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Fabulous location in Winter Park! Completely remodeled from top to bottom this stunning home blends modern design with everyday comfort in a highly desirable Winter Park location. Thoughtfully updated with stylish and contemporary finishes throughout this home offers a bright and open feel that’s perfect for today’s lifestyle.The beautifully

  Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

  1354 Indiana Ave, Winter Park, FL 32789
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  /43

  $19,000 Per Month

  • 5 Beds
  • 5.5 Baths
  • 5,164 Sq Ft
  • House for Rent

  1221 Richmond Rd, Winter Park, FL 32789

  Owner/Builder/Agent - An Award-Winning Architectural Masterpiece built by Chris Salhab of Valdara Custom Homes. 5,164 Sq Ft | 5 Bedrooms | 6 Bathrooms | Welcome to 1221 Richmond Rd, an extraordinary custom residence located in the coveted Virginia Heights neighborhood of Winter Park-offering deeded lake access to the Winter Park Chain of Lakes. This architectural showpiece was honored as the 2024

  Christopher Salhab La Rosa Realty Llc

  1221 Richmond Rd, Winter Park, FL 32789
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  /2

  $637,500 Sold Jan 16, 2026

  595 Huntington Ave Unit 4, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $327/SF
  • 149 Days On Market

  Current Estimated Value $634,639

  Last Listing Agent Andrew Livingston COLDWELL BANKER REALTY

  595 Huntington Ave Unit 4, Winter Park, FL 32789
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  /36

  Est $1,351,797 Not Listed For Sale

  1405 Chapman Cir Unit OR, Winter Park, FL 32789

  • 3 Beds
  • 4 Baths
  • 2,950 Sq Ft
  • Built 2007

  1405 Chapman Cir Unit OR, Winter Park, FL 32789

  Last Sold Summary

  • 5% Above List Price
  • $436/SF
  • 2 Days On Market

  • Last Sold Price $1,285,000
  • Feb 15, 2024

  Last Listing Agent William Maroon MAROON REALTY GROUP LLC
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  $6,495,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 5,939 Sq Ft

  550 Palmer Ave, Winter Park, FL 32789

  Exquisite new construction with 5 Bedrooms 6.5 Baths and a 3 car garage, in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins

  John McDade FANNIE HILLMAN & ASSOCIATES

  550 Palmer Ave, Winter Park, FL 32789
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  /78

  $11,000 Per Month

  • 5 Beds
  • 4 Baths
  • 4,200 Sq Ft
  • House for Rent

  1814 Barker Dr, Winter Park, FL 32789

  Stunning newer-construction luxury home in Winter Park offering 5 bedrooms, 4 baths, and 4,100 sq ft of modern living. Sleek architectural lines, abundant natural light, and seamless indoor–outdoor flow define this exceptional residence. The chef’s kitchen features premium stainless steel appliances, breakfast bar, custom cabinetry, and a large walk-in pantry. The spacious living area includes a

  Tab Bish LLC REAL BROKER, LLC

  1814 Barker Dr, Winter Park, FL 32789
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  /2

  $1,250,000 Sold Dec 29, 2025

  359 Beloit Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,395 Sq Ft
  • Built 1979

  Last Sold Summary

  • $522/SF
  • 0 Days On Market

  Current Estimated Value $1,250,312

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  359 Beloit Ave, Winter Park, FL 32789
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  /55

  Est $1,071,527 Not Listed For Sale

  1772 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,193 Sq Ft
  • Built 2023

  1772 Mondrian Cir, Winter Park, FL 32789

  Last Sold Summary

  • 14% Below List Price
  • $570/SF
  • 83 Days On Market

  • Last Sold Price $1,250,000
  • Feb 16, 2024

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY
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  /8

  $1,195,000

  • 4 Beds
  • 3 Baths
  • 2,723 Sq Ft

  220 W Reading Way, Winter Park, FL 32789

  Set on an approximately one-quarter acre homesite in a desirable Winter Park location, this property presents an exceptional opportunity to build a custom residence in one of Central Florida’s most sought-after communities. The existing property features a one-story pool home offering approximately 2,723 heated square feet with four bedrooms and three baths; however, the value is primarily in the

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  220 W Reading Way, Winter Park, FL 32789
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  /12

  $1,500 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Townhouse for Rent

  1565 Michigan Ave, Winter Park, FL 32789

  Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throughout, ceiling fans in the bedroom, private washer and dryer and a full sized kitchen. The unit shares a back yard and there is limited storage on site as well. The unit is located minutes from I 4, shopping, restaurants and Rollins College.

  Troy Hensley BHHS FLORIDA REALTY

  1565 Michigan Ave, Winter Park, FL 32789
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  /2

  $1,595,000 Sold Sep 02, 2025

  1733 Harmon Ave, Winter Park, FL 32789

  • 5 Beds
  • 4.5 Baths
  • 3,267 Sq Ft
  • Built 2025

  Last Sold Summary

  • $488/SF
  • 27 Days On Market

  Current Estimated Value $1,561,160

  Last Listing Agent Jordan Freeland SOUTH REALTY, INC

  1733 Harmon Ave, Winter Park, FL 32789
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  /16

  Est $1,001,293 Not Listed For Sale

  2400 Roxbury Rd, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,110 Sq Ft
  • Built 2023

  2400 Roxbury Rd, Winter Park, FL 32789

  Last Sold Summary

  • $321/SF
  • 55 Days On Market

  • Last Sold Price $997,500
  • Dec 29, 2023

  Last Listing Agent Sherri Dyer PREMIER SOTHEBY'S INTL. REALTY

Showing Results 161 - 200, Page 5 of 18