Homes in ZIP Code 32789

/8
$849,000
- 4 Beds
- 2 Baths
- 1,617 Sq Ft
1780 Bryan Ave, Winter Park, FL 32789

Build your dream home in one of Winter Park’s most desirable locations. This 66.6’ x 127’ homesite at 1780 Bryan Avenue offers a rare opportunity to secure the last remaining lot of three consecutive new construction parcels. Surrounded by newly built luxury residences, the property provides a clean slate for custom design while maintaining strong future value.The lot’s generous dimensions

Nickolas McKee KELLER WILLIAMS WINTER PARK

1780 Bryan Ave, Winter Park, FL 32789
/30
$2,100 Per Month
- 2 Beds
- 1.5 Baths
- 1,279 Sq Ft
- House for Rent
2846 Euston Rd, Winter Park, FL 32789

Special of the month! $2100 for the first 2 months then $2350. Welcome to a true Mid-Century rental in Winter Park located in the quaint neighborhood of Fairbank Shores. Spacious 2 bedrooms and 1.5 bath home with 1 extra flexible room that can be used as an office or 3rd bedroom(no closet). Centrally located, minutes from I4, close to Park Avenue District, College Park, major shopping centers and

Vanessa Laboy 365 REALTY, INC.

2846 Euston Rd, Winter Park, FL 32789
/2
$1,095,000 Sold Dec 01, 2025

1450 Chestnut Ave, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 1,942 Sq Ft
- Built 2009
Last Sold Summary
- 16% Below List Price
- $564/SF
- 49 Days On Market
Current Estimated Value $1,095,027

Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

1450 Chestnut Ave, Winter Park, FL 32789

/19
Est $2,567,451 Not Listed For Sale

350 Beloit Ave, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 3,205 Sq Ft
- Built 2018
350 Beloit Ave, Winter Park, FL 32789

Last Sold Summary
- 7% Below List Price
- $858/SF
- 0 Days On Market
- Last Sold Price $2,750,000
- Oct 24, 2023
Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

/25
$179,000 Pending
- 1 Bed
- 1 Bath
- 645 Sq Ft
2500 Lee Rd Unit 122, Winter Park, FL 32789

Under contract-accepting backup offers. PRICE IMPROVEMENT! Welcome home to this updated 1-bedroom 1-bathroom GROUND FLOOR condo, ideally positioned toward the desirable rear of the sought-after Lakeside Manor community. The move-in-ready residence features a spacious, open floor plan enhanced by ceramic tile throughout, elegant crown molding and a thoughtfully updated kitchen complete with modern

Andrea Aylett-Hosch PINEAPPLE PLACE REALTY, LLC

2500 Lee Rd Unit 122, Winter Park, FL 32789
/25
$5,490 Per Month
- 3 Beds
- 2.5 Baths
- 2,354 Sq Ft
- Condo for Rent
782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789

Welcome to this charming condominium in Winter Park! This home features a spacious living area with ample natural light, a modern kitchen with sleek appliances, and large bedrooms. Enjoy the convenience of nearby shopping, dining, and entertainment. The community provides well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the

Steven Koleno BEYCOME OF FLORIDA LLC

782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
/2
$220,000 Sold Jan 30, 2026

700 Melrose Ave Unit J23, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 772 Sq Ft
- Built 1964
Last Sold Summary
- 6% Below List Price
- $285/SF
- 107 Days On Market
Current Estimated Value $218,304

Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

700 Melrose Ave Unit J23, Winter Park, FL 32789

/46
Est $930,478 Not Listed For Sale

1913 S Lakemont Ave, Winter Park, FL 32792
- 3 Beds
- 3.5 Baths
- 2,085 Sq Ft
- Built 2023
1913 S Lakemont Ave, Winter Park, FL 32792

Last Sold Summary
- 13% Below List Price
- $516/SF
- 119 Days On Market
- Last Sold Price $1,075,000
- Mar 04, 2024
Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

/48
$4,200,000
- Land
- 14,810 Sq Ft
- $12,352,941 per Acre
1298 Beachview Ave, Winter Park, FL 32789

This is a rare Lake Killarney portfolio offering of four parcels in Winter Park. An exceptional opportunity to acquire a four-parcel assemblage in one of Winter Park’s most coveted locations, just moments from the shores of Lake Killarney. This offering includes 1321 Fairview Ave. and 230 and 240 Killarney Drive, all with potential for private dock access, and a desirable live/work parcel on 1298

Shandy Ortiz PREMIER SOTHEBYS INT'L REALTY

1298 Beachview Ave, Winter Park, FL 32789
/36
$4,600 Per Month
- 4 Beds
- 2.5 Baths
- 2,406 Sq Ft
- House for Rent
1580 Oakhurst Ave, Winter Park, FL 32789

Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard wood floors, granite countertops and upgraded stainless steel appliances. A grapefruit tree and lush landscaping create a serene setting to relax on your sprawling front porch. Upon entering you are

Lisa Gould KELLER WILLIAMS WINTER PARK

1580 Oakhurst Ave, Winter Park, FL 32789
/2
$805,000 Sold Jul 01, 2025

1795 Walker Ave, Winter Park, FL 32789
- 5 Beds
- 3 Baths
- 1,813 Sq Ft
- Built 1958
Last Sold Summary
- 17% Below List Price
- $444/SF
- 143 Days On Market
Current Estimated Value $788,738

Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

1795 Walker Ave, Winter Park, FL 32789

/2
Est $6,222,655 Not Listed For Sale

654 W Morse Blvd, Winter Park, FL 32789
- 5 Beds
- 7.5 Baths
- 8,752 Sq Ft
- Built 2022
654 W Morse Blvd, Winter Park, FL 32789

Last Sold Summary
- 3% Above List Price
- $691/SF
- 120 Days On Market
- Last Sold Price $6,050,000
- Feb 10, 2025
Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

/2
$999,000
- Land
- 11,325 Sq Ft
- $3,842,308 per Acre
1836 Grinnell Terrace, Winter Park, FL 32789

Opportunity to build your dream home in gorgeous Winter Park. This large lot includes a 3 bedroom 2 bath updated home. With a lot comprising 140 x 78 (11,305 square feet) there is plenty of room for a pool. Live in the house while you make your future plans!

Cindy Kuykendall FANNIE HILLMAN & ASSOCIATES

1836 Grinnell Terrace, Winter Park, FL 32789
/22
$1,450 Per Month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Townhouse for Rent
1555 Michigan Ave, Winter Park, FL 32789

Are you looking for a spacious 1 bedroom 1 bathroom unit to call home? This home features its own washer and dryer, a large bedroom and living room, a spacious kitchen with ample countertop space, plenty of cabinets. The back sunroom would make a great office or a bright sitting area. The home is located 1 mile from Park Avenue. In addition, the home is located within walking distance of

Troy Hensley BHHS FLORIDA REALTY

1555 Michigan Ave, Winter Park, FL 32789
/2
$567,500 Sold Dec 09, 2025

1010 Aragon Ave, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,453 Sq Ft
- Built 1949
Last Sold Summary
- 1% Below List Price
- $391/SF
- 2 Days On Market
Current Estimated Value $560,518

Last Listing Agent Devin Loh COLDWELL BANKER REALTY

1010 Aragon Ave, Winter Park, FL 32789

/18
Not Listed For Sale

1411 Miller Ave, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 1,813 Sq Ft
- Built 2023
1411 Miller Ave, Winter Park, FL 32789

Last Sold Summary
- $430/SF
- 30 Days On Market
- Last Sold Price $779,900
- Nov 14, 2023
Last Listing Agent Kimberly Griffin RE/MAX

/47
$1,030,000
- 3 Beds
- 2.5 Baths
- 2,578 Sq Ft
1541 Westchester Ave, Winter Park, FL 32789

Set on over half an acre in Winter Park’s coveted Orwin Manor, this 1935 French Provincial estate offers a rare blend of architectural character, modern system updates, and extraordinary future potential. The property offers the unique opportunity to own an estate in a beautifully historic Winter Park neighborhood. Whether thoughtfully renovated, expanded, or reimagined, this property stands as a

Lisa Gould KELLER WILLIAMS WINTER PARK

1541 Westchester Ave, Winter Park, FL 32789
/17
$1,595 Per Month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit C206, Winter Park, FL 32789

Beautiful and move-in ready 2 Bedroom / 1 Bathroom condo located on the second floor in a quiet, well-maintained community. This unit offers the perfect combination of comfort, space, and convenience — ideal for families or professionals looking for a clean and functional home ready for immediate move-in. PROPERTY HIGHLIGHTS:2 Bedrooms / 1 Full Bathroom - Second-floor unit (added privacy) -

Yein Ross ROSS RENTALS LLC

1695 Lee Rd Unit C206, Winter Park, FL 32789
/2
$2,078,500 Sold Dec 11, 2025

715 Via Bella, Winter Park, FL 32789
- 5 Beds
- 4 Baths
- 4,328 Sq Ft
- Built 1976
Last Sold Summary
- 12% Below List Price
- $480/SF
- 70 Days On Market
Current Estimated Value $2,117,045

Last Listing Agent Adam Roark COMPASS FLORIDA LLC

715 Via Bella, Winter Park, FL 32789

/2
Est $537,990 Not Listed For Sale

1051 Aragon Ave Unit 1051, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 1,669 Sq Ft
- Built 1987
1051 Aragon Ave Unit 1051, Winter Park, FL 32789

Last Sold Summary
- 6% Below List Price
- $342/SF
- 104 Days On Market
- Last Sold Price $570,000
- Sep 16, 2024
Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

/33
$375,000
- 2 Beds
- 1 Bath
- 1,150 Sq Ft
1307 Formosa Ave, Winter Park, FL 32789

Charming 2-bed home in Winter Park located in the Golfview subdivision offering approximately 1,150 square feet of living space on a 6,414 square foot lot. Built in 1946, this single family residence features a functional layout with a blend of original character and updated interior finishes. The home includes original pine flooring in the main living areas, ceramic tile in the kitchen and

Tyler Gibson LPT REALTY, LLC

1307 Formosa Ave, Winter Park, FL 32789
/39
$12,000 Per Month
- 4 Beds
- 3.5 Baths
- 3,064 Sq Ft
- House for Rent
1041 Tuscany Place, Winter Park, FL 32789

Nestled along a quiet brick-lined street in Winter Park’s coveted Via’s neighborhood, 1041 Tuscany Place offers a rare blend of elegance, comfort, and breathtaking natural beauty. From nearly every room, this exceptional residence captures tranquil views of the private backyard and picturesque Lake Temple beyond. Inside, a thoughtfully designed open floor plan is enhanced by soaring vaulted

Brad Barnett COMPASS FLORIDA LLC

1041 Tuscany Place, Winter Park, FL 32789
/2
$250,000 Sold Mar 11, 2026

2009 Cornell Ave, Winter Park, FL 32789
- 2 Beds
- 1 Bath
- 762 Sq Ft
- Built 1940
Last Sold Summary
- 7% Below List Price
- $328/SF
- 95 Days On Market
Current Estimated Value $255,675

Last Listing Agent Juliet Saldarriaga ORLANDO HOME DEALER LLC

2009 Cornell Ave, Winter Park, FL 32789

/3
Est $2,240,722 Not Listed For Sale

150 Whipple Ave, Winter Park, FL 32789
- 4 Beds
- Built 2025
150 Whipple Ave, Winter Park, FL 32789

Last Sold Summary
- 15% Above List Price
- $443/SF
- 0 Days On Market
- Last Sold Price $1,950,000
- Jul 17, 2023
Last Listing Agent Adam Cole COLEDEV REAL ESTATE LLC

/17
$170,000
- 1 Bed
- 1 Bath
- 732 Sq Ft
1500 Gay Rd Unit 5, Winter Park, FL 32789

Welcome to Chateaux du Lac, a lakefront community in the heart of Winter Park, FL, offering an active and convenient lifestyle. Residents enjoy an impressive array of amenities including a heated community pool, clubhouse, lakefront community deck, BBQ area, resident-only boat ramp, community laundry facilities, and two on-site saunas. This second-floor one-bedroom, one-bath apartment features

Jacob Hara TRANSCEND REALTY

1500 Gay Rd Unit 5, Winter Park, FL 32789
/2
$375,000 Sold Mar 06, 2026

1007 Early Ave, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,721 Sq Ft
- Built 1956
Last Sold Summary
- 12% Below List Price
- $218/SF
- 101 Days On Market
Current Estimated Value $375,959

Last Listing Agent Eric Gross EXP REALTY LLC

1007 Early Ave, Winter Park, FL 32789

/14
Est $702,501 Not Listed For Sale

1407 Miller Ave, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 1,851 Sq Ft
- Built 2023
1407 Miller Ave, Winter Park, FL 32789

Last Sold Summary
- 11% Below List Price
- $427/SF
- 86 Days On Market
- Last Sold Price $789,900
- Nov 08, 2023
Last Listing Agent Kimberly Griffin RE/MAX

/68
$825,000
- 5 Beds
- 3 Baths
- 2,242 Sq Ft
1927 Eland Ave, Winter Park, FL 32789

*Ask about a lender provided credit up to $12,500 on this home!*1927 Eland Avenue is a rare single family home for sale in Winter Park FL 32789, located on a quiet dead end street with no rear neighbors. This Winter Park home features a main residence plus a detached in law suite ADU built in 2022, offering exceptional flexibility for multi generational living, guest accommodations, or rental

Ryan Leitter CHARLES RUTENBERG REALTY ORLANDO

1927 Eland Ave, Winter Park, FL 32789
/2
$434,000 Sold Sep 12, 2025

1122 Washington Ave Unit 7, Winter Park, FL 32789
- 2 Beds
- 2.5 Baths
- 1,556 Sq Ft
- Built 1978
Last Sold Summary
- 2% Above List Price
- $279/SF
- 55 Days On Market
Current Estimated Value $462,691

Last Listing Agent Raul Veitia BELMONT REALTY

1122 Washington Ave Unit 7, Winter Park, FL 32789

/9
Est $407,512 Not Listed For Sale

822 Symonds Ave, Winter Park, FL 32789
- 2 Beds
- Built 1942
822 Symonds Ave, Winter Park, FL 32789

Last Sold Summary
- 2% Above List Price
- $392/SF
- 314 Days On Market
- Last Sold Price $400,000
- May 14, 2024
Last Listing Agent Laurie Cain CHARLES RUTENBERG REALTY ORLANDO

/16
$790,000 Pending
- 4 Beds
- 2 Baths
- 2,112 Sq Ft
521 Fairfax Ave, Winter Park, FL 32789

Under contract-accepting backup offers. A rare opportunity awaits at 519 & 521 Fairfax Avenue in the highly sought-after Virginia Heights neighborhood. This rare mid-century duplex features two well-designed units, each offering 2 bedrooms, 2 bathrooms, and spacious interior utility rooms large enough to accommodate a washer and dryer, an additional refrigerator, and ample storage. Filled with

Jennifer Sloan COMPASS FLORIDA LLC

521 Fairfax Ave, Winter Park, FL 32789
/2
$850,000 Sold Mar 25, 2026

465 N Phelps Ave, Winter Park, FL 32789
- Land
- 11,761 Sq Ft
- $3,148,148 per Acre
Last Sold Summary
- 7 Days On Market
Current Estimated Value $1,017,024

Last Listing Agent Hircanys Vicioso FIDICITY REALTY INC

465 N Phelps Ave, Winter Park, FL 32789

/46
Est $1,698,295 Not Listed For Sale

660 W Morse Blvd, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 3,286 Sq Ft
- Built 2021
660 W Morse Blvd, Winter Park, FL 32789

Last Sold Summary
- 24% Below List Price
- $682/SF
- 119 Days On Market
- Last Sold Price $2,240,000
- Aug 07, 2023
Last Listing Agent Brian Hyser THE AGENCY FL

/38
$1,199,000 Pending
- 5 Beds
- 3 Baths
- 2,618 Sq Ft
1807 Magnolia Ave, Winter Park, FL 32789

Under contract-accepting backup offers. Positioned as one of the best values currently available for new construction in Winter Park, this exceptional residence by Hamilton Homes seamlessly blends timeless character with the ease and efficiency of modern living. From the moment you arrive, the home makes a lasting impression with its inviting front porch and classic gas lantern, setting a tone

Christopher Christensen ONE LUXURY INTERNATIONAL LLC

1807 Magnolia Ave, Winter Park, FL 32789
/2
$1,110,000 Sold Aug 26, 2025

233 Hampden Place, Winter Park, FL 32789
- 5 Beds
- 3 Baths
- 2,813 Sq Ft
- Built 1980
Last Sold Summary
- 3% Below List Price
- $395/SF
- 7 Days On Market
Current Estimated Value $1,164,421

Last Listing Agent Frank Ferrell FERRELL REALTY, INC.

233 Hampden Place, Winter Park, FL 32789

/2
Est $2,426,531 Not Listed For Sale

1010 N Pennsylvania Ave, Winter Park, FL 32789
- 4 Beds
- 4.5 Baths
- 4,074 Sq Ft
- Built 2017
1010 N Pennsylvania Ave, Winter Park, FL 32789

Last Sold Summary
- 1% Above List Price
- $589/SF
- 94 Days On Market
- Last Sold Price $2,400,000
- Mar 28, 2025
Last Listing Agent Dana Laing BHHS FLORIDA REALTY

/50
$2,198,000
- 4 Beds
- 2.5 Baths
- 2,841 Sq Ft
1760 Alabama Dr, Winter Park, FL 32789

Welcome to 1760 Alabama Drive, a striking mid-century residence where architectural character, thoughtful modernization, and exceptional livability come together in one of Winter Park’s most desirable neighborhoods. Spanning 2,841 square feet, this distinctive home celebrates authentic mid-century design with clean lines, intentional geometry, and expansive walls of glass that bring the outdoors

Brian Ruth DAILLAND REAL ESTATE

1760 Alabama Dr, Winter Park, FL 32789
/2
$3,200,000 Sold Nov 04, 2025

1900 W Fawsett Rd, Winter Park, FL 32789
- 4 Beds
- 4.5 Baths
- 4,600 Sq Ft
- Built 1969
Last Sold Summary
- 4% Below List Price
- $696/SF
- 6 Days On Market
Current Estimated Value $3,144,617

Last Listing Agent Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

1900 W Fawsett Rd, Winter Park, FL 32789

/50
Est $2,045,940 Not Listed For Sale

270 E Lake Sue Ave, Winter Park, FL 32789
- 5 Beds
- 4.5 Baths
- 3,151 Sq Ft
- Built 2023
270 E Lake Sue Ave, Winter Park, FL 32789

Last Sold Summary
- 8% Above List Price
- $603/SF
- Last Sold Price $1,900,000
- May 30, 2024
Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

/32
$775,000 Pending
- 4 Beds
- 3.5 Baths
- 3,062 Sq Ft
675 Overspin Dr, Winter Park, FL 32789

Seller may consider buyer concessions if made in an offer ~ Beautiful upgrades, a versatile layout, and the best of Winter Park at your doorstep! With Dubsdread Golf Course just around the corner and Fairbanks Avenue minutes away, this 4-bedroom, 3.5-bath CUSTOM BUILT HOME puts you in the center of it all – NO HOA required! Major systems have been well maintained; including a NEW A/C UNIT with UV

Jennifer Wemert WEMERT GROUP REALTY LLC

675 Overspin Dr, Winter Park, FL 32789

Showing Results 201 - 240, Page 6 of 18

Florida Orange County Winter Park 32789

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