Recently Sold Homes in 32789

/2
$900,000 Sold Aug 29, 2025
- 2,406 Sq Ft
- $374/SF
- 83 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1965
3011 Temple Trail, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this exceptional –FULLY UPGRADED / POOL HOME– in the highly sought-after Dommerich Estates, where timeless style meets modern design on a spacious .31 ACRE CONSERVATION LOT with serene WOODED VIEWS! Major updates set this home apart; enjoy year round outdoor living with a large

Jennifer Wemert WEMERT GROUP REALTY LLC

3011 Temple Trail, Winter Park, FL 32789
/2
$1,300,000 Sold Aug 28, 2025
- 2,303 Sq Ft
- $564/SF
- 2 Days On Market
- 4 Beds
- 3 Baths
- Built 1957
1500 Mizell Ave, Winter Park, FL 32789

One or more photo(s) has been virtually staged. An extraordinary opportunity to own a beautifully renovated home on a prestigious tree-lined street in Winter Park’s 32789. Set on a desirable 13,500 square foot (90 × 150) lot with no HOA and bordering the prestigious Windsong community, this prime property offers the freedom to live comfortably now, expand over time, or build new. This 4-bedroom,

Lisa Ratanasirintrawoot CHARLES RUTENBERG REALTY ORLANDO

1500 Mizell Ave, Winter Park, FL 32789
/2
$980,000 Sold Aug 28, 2025
- 2,140 Sq Ft
- $458/SF
- 20 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1974
1610 Chestnut Ave, Winter Park, FL 32789

Nestled in the desirable Tree Streets of Winter Park, this stunning Mid-Century Modern residence offers timeless style, thoughtful updates, and effortless indoor-outdoor living. With over 2,100 square feet of beautifully designed space, this 3-bedroom, 2.5-bath home delivers modern functionality with elegant character—just minutes from the heart of Park Avenue.Inside, you'll find an open

Derek Kammerer THE AGENCY ORLANDO

1610 Chestnut Ave, Winter Park, FL 32789
/2
$1,110,000 Sold Aug 26, 2025
- 2,813 Sq Ft
- $395/SF
- 7 Days On Market
- 5 Beds
- 3 Baths
- Built 1980
233 Hampden Place, Winter Park, FL 32789

Vintage original 5-Bed, 3-Bath pool home with new roof on an estate-size lot adorned with mature landscaping and breathtaking views that overlook a natural wooded area in desirable Virginia Heights. This fabulous property could have a full renovation to make best use of the existing home, or the 16,000+ square foot lot offers the perfect opportunity to build the new home of your dreams and

Frank Ferrell FERRELL REALTY, INC.

233 Hampden Place, Winter Park, FL 32789
/2
$610,000 Sold Aug 25, 2025
- 1,627 Sq Ft
- $375/SF
- 162 Days On Market
- 3 Beds
- 2 Baths
- Built 1953
2812 Mulford Ave, Winter Park, FL 32789

Welcome to 2812 Mulford Avenue. This updated 3 bedroom and 2 bath home is located perfectly in Winter Park. Walking distance to East End Market, close to Rollins College, steps from Baldwin Park, 1 mile from Mills 50 area, and close to Mead Gardens, Leu Gardens and Loch Haven Park. The neighborhood is quiet with low traffic, oversized lots, and NO HOA, yet surrounded by amazing schools, local

Haley Young SYNCHRONICITY REAL ESTATE SOLUTIONS

2812 Mulford Ave, Winter Park, FL 32789
/2
$1,277,000 Sold Aug 22, 2025
- 2,595 Sq Ft
- $492/SF
- 5 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2009
2728 Eastern Pkwy, Winter Park, FL 32789

Welcome to a truly exceptional residence nestled on a quiet, tree-lined street in one of Winter Park’s most desirable neighborhoods. This custom-built gem offers a blend of elegance, craftsmanship, and resort-style comfort, featuring 3 bedrooms, 3.5 baths, and 2,595 square feet of thoughtfully designed living space. As you enter, you'll be immediately drawn to the tranquil, resort-like ambiance

Kevin Kelly FANNIE HILLMAN & ASSOCIATES

2728 Eastern Pkwy, Winter Park, FL 32789
/2
$489,020 Sold Aug 22, 2025
- 1,260 Sq Ft
- $388/SF
- 61 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1925
674 Douglas Ave, Winter Park, FL 32789

Here is the opportunity to own this beautiful remodeled bungalow in the desirable town of Winter Park. This meticulously maintained two-bedroom, 1.5-bath home is just steps from Hannibal Square and Park Avenue. Enjoy the convenience of Rollins College, shopping, dining and vibrant nightlife, all within short distance. Enter inside this charming bungalow to discover a newly updated kitchen that

Peter J Yates PREMIER SOTHEBYS INT'L REALTY

674 Douglas Ave, Winter Park, FL 32789
/2
$440,000 Sold Aug 22, 2025
- 1,662 Sq Ft
- $265/SF
- 98 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1953
3019 Northwood Blvd, Winter Park, FL 32789

WINTER PARK 32789 - Mid Century design. Unique neighborhood - walk to shopping, restaurants, entertainment. 3/1.5 Bath with large Florida Room. 2 Car Carport.

Robert Arnold SAND DOLLAR REALTY GROUP INC

3019 Northwood Blvd, Winter Park, FL 32789
/2
$412,000 Sold Aug 22, 2025
- 1,088 Sq Ft
- $379/SF
- 127 Days On Market
- 2 Beds
- 2 Baths
- Built 1972
535 N Interlachen Ave Unit 107, Winter Park, FL 32789

Location, Location, Location - downtown Winter Park condo for under $500K! This dramatic 2 bedroom - 2 Bath ground floor unit is located on corner of Swoop and Interlachen, steps from the Winter Park 9 Golf Course and Park Avenue! Beautiful views, glassed in porch overlooking stunning landscape. This unit offers high ceilings, open, updated kitchen to living areas, sunroom (enclosed porch)

Mary Colton FANNIE HILLMAN & ASSOCIATES

535 N Interlachen Ave Unit 107, Winter Park, FL 32789
/2
$2,144,000 Sold Aug 21, 2025
- 3,462 Sq Ft
- $619/SF
- 0 Days On Market
- 4 Beds
- 4 Baths
- Built 2004
1077 N Pennsylvania Ave, Winter Park, FL 32789

Wonderful home in sought-after Pennsylvania Place. Newer roof (2019), HVAC and Water Heaters

Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

1077 N Pennsylvania Ave, Winter Park, FL 32789
/2
$1,400,000 Sold Aug 21, 2025
- 4,181 Sq Ft
- $335/SF
- 60 Days On Market
- 5 Beds
- 4 Baths
- Built 1979
1327 Bridgeport Dr, Winter Park, FL 32789

This 5 bedroom, 4 full bathroom one story refreshed ranch estate boasts nearly 4,200 sq ft and features 3 fireplaces, double primary suites, and sprawls out on an oversized .36 acre lot, overlooking an open air salt water & solar heated pool. Updates & upgrades include: full roof replacement with transferable warranty (2023), new windows with transferable warranty (2023), 4 newer ACs (2 are 2023

Jennifer Christ RE/MAX TOWN & COUNTRY REALTY

1327 Bridgeport Dr, Winter Park, FL 32789
/2
$3,350,000 Sold Aug 20, 2025
- 3,223 Sq Ft
- $1,039/SF
- 1 Day On Market
- 4 Beds
- 3 Baths
- Built 1966
641 Virginia Dr, Winter Park, FL 32789

Welcome to 641 Virginia Drive, a rare and remarkable lakefront property located in the highly sought-after Timberlane Shores neighborhood of Winter Park. This expansive .48-acre lot offers approximately 100 feet of frontage on Lake Virginia, one of the most desirable lakes on the prestigious Winter Park Chain of Lakes.The existing 4-bedroom, 3-bath home features 3,223 square feet of

Audra Wilks KELLER WILLIAMS WINTER PARK

641 Virginia Dr, Winter Park, FL 32789
/2
$4,087,500 Sold Aug 20, 2025
- 5,847 Sq Ft
- $699/SF
- 609 Days On Market
- 5 Beds
- 9 Baths
- Built 1957
421 Lakewood Dr, Winter Park, FL 32789

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property

Mick Night PREMIER SOTHEBY'S INTL. REALTY

421 Lakewood Dr, Winter Park, FL 32789
/2
$560,000 Sold Aug 19, 2025
- 789 Sq Ft
- $710/SF
- 46 Days On Market
- 2 Beds
- 1 Bath
- Built 1953
1339 Orchid Ave, Winter Park, FL 32789

A rare find in Winter Park: A charming Bungalow with 3-Car Garage (24x36) and detached finished Shed (10x14) for office & or additional Storage! Walking distance to Mead Gardens and the new Seven Oaks Park. Convenient to Rollins College, Park Avenue and Winter Park Village, featuring multiple local eateries and restaurants. Just one mile to Hospital, Science Center and Museum. Easy access to

Barbara Allen ABIDE REALTY

1339 Orchid Ave, Winter Park, FL 32789
/2
$3,000,000 Sold Aug 18, 2025
- 4,080 Sq Ft
- $735/SF
- 313 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2024
1730 Winchester Dr, Winter Park, FL 32789

Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship

Nickolas McKee KELLER WILLIAMS WINTER PARK

1730 Winchester Dr, Winter Park, FL 32789
/2
$5,225,000 Sold Aug 15, 2025
- 3,738 Sq Ft
- $1,398/SF
- 6 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2023
1333 Alberta Dr, Winter Park, FL 32789

An architectural triumph, this one-of-a-kind modern masterpiece was custom designed and built in 2023 by the award-winning Z Properties and is ideally sited on the shores of Lake Osceola, part of the Winter Park Chain of Lakes. Radiating bold sophistication and contemporary elegance, the residence is a curated work of art, where floor-to-ceiling glass walls and striking steel windows and doors

Mick Night PREMIER SOTHEBY'S INTL. REALTY

1333 Alberta Dr, Winter Park, FL 32789
/2
$2,125,000 Sold Aug 15, 2025
- 2,450 Sq Ft
- $867/SF
- 20 Days On Market
- 2 Beds
- 3 Baths
- Built 2007
140 E Morse Blvd Unit C, Winter Park, FL 32789

When you enter through the secure and elegant wrought iron gates and walk into in the private central courtyard, you'll feel the sophistication of The Landmark Winter Park. Take the elevator to the second floor and your private entrance balcony overlooking the courtyard. Inside, this spacious corner unit you'll find 2 bedrooms, 3 full bathrooms and a spacious media room/office. From the foyer

Sue Gilman KELLER WILLIAMS WINTER PARK

140 E Morse Blvd Unit C, Winter Park, FL 32789
/2
$999,999 Sold Aug 15, 2025
- 2,348 Sq Ft
- $426/SF
- 43 Days On Market
- 4 Beds
- 3 Baths
- Built 1957
2112 Fosgate Dr, Winter Park, FL 32789

Welcome to 2112 Fosgate Drive, a beautifully updated home nestled on a quiet, tree-lined street in Winter Park. With 4 bedrooms, 3 bathrooms, and just under 2,400 square feet, this residence offers a thoughtful layout with plenty of space to fit your lifestyle. Fully remodeled in 2018, it’s move-in ready with a blend of charm and modern comfort.Step inside and you’ll be welcomed by real

Nickolas McKee KELLER WILLIAMS WINTER PARK

2112 Fosgate Dr, Winter Park, FL 32789
/2
$2,550,000 Sold Aug 15, 2025
- 4,338 Sq Ft
- $588/SF
- 82 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2008
1400 Place Picardy, Winter Park, FL 32789

1440 Place Picardy, Winter Park, FLCustom-Built Elegance with Timeless FinishesA custom-built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From the moment you step inside, the superior millwork, solid hardwood floors, and elegant design details make a lasting impression.The gourmet kitchen is a chef’s dream, featuring marble

Jennifer King CORCORAN PREMIER REALTY

1400 Place Picardy, Winter Park, FL 32789
/2
$1,050,000 Sold Aug 14, 2025
- 1,492 Sq Ft
- $704/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 1950
2250 Forrest Rd, Winter Park, FL 32789

Incredible location in the heart of Winter Park, situated on an oversized lot, on a brick street, close to Park Avenue.

Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

2250 Forrest Rd, Winter Park, FL 32789
/2
$1,575,000 Sold Aug 14, 2025
- 2,958 Sq Ft
- $532/SF
- 5 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2002
1394 Grove Terrace, Winter Park, FL 32789

Beautiful Sylvan Lake Shores Mediterranean home. Ideally located in quintessential Old Winter Park with its tree lined, brick streets that surround Lake Mizell. This 4 bedroom 3 1⁄2 bath, plus office home features timeless architectural features such as classic wide molding, repeated archways and a custom ironwork stairway. The soaring 10 foot ceilings accentuate the classic feel of this elegant

Dee Morgan KELLY PRICE & COMPANY LLC

1394 Grove Terrace, Winter Park, FL 32789
/2
$2,800,000 Sold Aug 14, 2025
- 3,932 Sq Ft
- $712/SF
- 57 Days On Market
- 5 Beds
- 4 Baths
- Built 2024
1891 Lake Spier Dr, Winter Park, FL 32789

Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson Custom Homes and thoughtfully curated by Kate Voss Interiors, this modern coastal residence offers the perfect setting for those who value both refined living and a vibrant, connected lifestyle. With

Mike Derenthal LPT REALTY, LLC

1891 Lake Spier Dr, Winter Park, FL 32789
/2
$493,000 Sold Aug 14, 2025
- 1,191 Sq Ft
- $414/SF
- 67 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1952
2327 Mulbry Dr, Winter Park, FL 32789

Charming Mid-Century Ranch in Prime Winter Park Location – Steps from Blue Jacket Park. Ideally situated in the heart of Winter Park and just a stone’s throw from Baldwin Park’s beloved Blue Jacket Park, this tastefully updated 3 BEDROOM, PLUS OFFICE, 1.5 BATHROOM home blends timeless character with modern touches. Enjoy a freshly painted interior, stainless steel appliances, indoor laundry, and

Charlie Peterson KELLER WILLIAMS HERITAGE REALTY

2327 Mulbry Dr, Winter Park, FL 32789
/2
$646,000 Sold Aug 12, 2025
- 1,618 Sq Ft
- $399/SF
- 58 Days On Market
- 3 Beds
- 2 Baths
- Built 1938
2711 Parkland Dr, Winter Park, FL 32789

Welcome to this delightful 1,600 sqft home in one of Winter Park's most coveted neighborhoods. This three-bedroom, two-bathroom home blends classic charm with modern updates. Roof replaced 2023,A/C replaced 2021, double pane windows installed 2020. The beautifully updated kitchen features newer appliances and opens to a cozy living area with a character-rich wood-burning fireplace. The versatile

Greg Martinez CORCORAN PREMIER REALTY

2711 Parkland Dr, Winter Park, FL 32789
/2
$630,000 Sold Aug 11, 2025
- 2,264 Sq Ft
- $278/SF
- 1 Day On Market
- 4 Beds
- 3 Baths
- Built 1958
1792 Killarney Dr, Winter Park, FL 32789

RENOVATED and MOVE-IN READY in WINTER PARK 32789 with DEEDED LAKE ACCESS! Located on a fully fenced 1⁄4-acre corner lot, this 4-bed, 3-bath charmer offers private access to Lake Killarney, a rare find. Step onto the welcoming front porch and into a home filled with character, upgrades, and natural light. The open layout flows effortlessly through spacious living areas and a beautifully updated

Jill Healey KELLER WILLIAMS WINTER PARK

1792 Killarney Dr, Winter Park, FL 32789
/2
$245,900 Sold Aug 11, 2025
- 1,132 Sq Ft
- $217/SF
- 2 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1986
195 Sandlewood Trail Unit 2, Winter Park, FL 32789

Your Dream Home Awaits in Winter Park! 3 Beds 3.5 baths! Discover the perfect blend of comfort and convenience in the heart of Winter Park at Sandlewood Creek! This charming townhome-style condo offers a rare opportunity to own a piece of paradise with no neighbors above or below, ensuring a peaceful living environment. Plus, enjoy a very low HOA! Key Features: Financing Made Easy: FHA, VA, and

Matt Merdian MERDIAN REALTY LLC

195 Sandlewood Trail Unit 2, Winter Park, FL 32789
/2
$610,000 Sold Aug 11, 2025
- 1,232 Sq Ft
- $495/SF
- 67 Days On Market
- 3 Beds
- 2 Baths
- Built 1962
843 W Swoope Ave, Winter Park, FL 32789

Winter Park Beauty located just blocks from the renowned Park Avenue. You will be impressed upon entering the front door of this Recently and Fully Updated 3 Bedroom, 2 Bathroom home while noticing the Open Floor Plan highlighted by gorgeous Porcelain Wood Plank Tile throughout. The expansive windows and contemporary color scheme create a bright and airy atmosphere. The updated kitchen and

Jean Chalifour COLDWELL BANKER RESIDENTIAL RE

843 W Swoope Ave, Winter Park, FL 32789
/2
$341,000 Sold Aug 08, 2025
- 1,568 Sq Ft
- $217/SF
- 205 Days On Market
- 4 Beds
- 2 Baths
- Built 1956
2827 Euston Rd, Winter Park, FL 32789

Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of no HOA! This charming residence offers 3 beds, 2baths, and a versatile bonus room that can be used as an office, playroom, or additional living space.The master suite is thoughtfully separated from the other two bedrooms, providing privacy and convenience. Inside, you’ll

Evelyn Tejada REGENCY REAL ESTATE LLC

2827 Euston Rd, Winter Park, FL 32789
/2
$1,450,000 Sold Aug 07, 2025
- 3,784 Sq Ft
- $383/SF
- 93 Days On Market
- 6 Beds
- 5 Baths
- Built 1951
1299 Harding St, Winter Park, FL 32789

Welcome to your private slice of paradise—a beautifully renovated home with a brand new 2024 pied-a-terre guest retreat, nestled just steps from the iconic Kraft Azalea Garden on the shores of Lake Maitland, and walking distance to the renowned boutiques and dining of Park Avenue. Positioned on a beautiful 0.30-acre lot, this residence is enveloped with manicured landscaping, meandering brick

Nancy Bagby FANNIE HILLMAN & ASSOCIATES

1299 Harding St, Winter Park, FL 32789
/2
$425,000 Sold Aug 04, 2025
- 1,148 Sq Ft
- $370/SF
- 8 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
690 Osceola Ave Unit 410, Winter Park, FL 32789

Welcome to this newly updated 2-bedroom, 2-bath condo ideally situated just steps down from shops, dining, and cultural attractions of Park Ave and Rollins College. Freshly painted and featuring brand-new flooring throughout, this home offers a perfect blend of comfort, convenience, and modern style.The spacious open layout includes a bright living area that opens to a lovely screened-in

Catherine Mitchell LOMBARDI LEMAY REALTY

690 Osceola Ave Unit 410, Winter Park, FL 32789
/2
$815,000 Sold Aug 04, 2025
- 2,533 Sq Ft
- $322/SF
- 316 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1926
1310 Aloma Ave, Winter Park, FL 32789

Elegant Spanish 4 bedroom, 2.5 bathroom home. Beautifully updated Winter Park home. Enjoy all the luxuries and upgrades this home has to offer including triple crown molding, tall baseboards, refinished original hard wood floors, recessed lighting, French doors, paver driveway and newer windows though out with new plantation shutters. Large living room has a fabulous brick wood burning

Rhonda Chesmore KELLY PRICE & COMPANY LLC

1310 Aloma Ave, Winter Park, FL 32789
/2
$1,607,160 Sold Aug 01, 2025
- 2,840 Sq Ft
- $566/SF
- 2 Days On Market
- 4 Beds
- 3 Baths
- Built 2018
1541 Chestnut Ave, Winter Park, FL 32789

An extraordinary home, built in 2018 by Lazarus, is on a quaint cobblestone street in the exclusive Tree Streets of Winter Park. Contemporary transitional design has many details and has been beautifully maintained and upgraded. A four-bedroom, three-bath pool home stretches over 2,800 square feet with natural light filling the spaces through expansive windows. The home offers open concept living

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

1541 Chestnut Ave, Winter Park, FL 32789
/2
$790,000 Sold Aug 01, 2025
- 1,240 Sq Ft
- $637/SF
- 11 Days On Market
- 2 Beds
- 2 Baths
- Built 1955
1217 Kenwood Ave, Winter Park, FL 32789

The inviting bungalow at 1217 Kenwood Ave is located just a few houses off famed Park Avenue and steps from the Winter Park Village, which is fresh off a $50 million transformation and includes popular bars and restaurants, a movie theater and shopping. The home was fully renovated in 2018 with updates to the HVAC, electrical, plumbing, flooring, subflooring, interiors, and a new roof- offering

Kurt Lehmann LEHMANN REALTY INC.

1217 Kenwood Ave, Winter Park, FL 32789
/2
$199,000 Sold Aug 01, 2025
- 808 Sq Ft
- $246/SF
- 16 Days On Market
- 2 Beds
- 1 Bath
- Built 1984
851 Miles Ave Unit 8, Winter Park, FL 32789

Welcome to this beautifully updated second-floor corner unit nestled within the sought-after Aragon Condominium community in the heart of Winter Park. This bright and airy two-bedroom, one-bath home offers a perfect blend of comfort, style, and convenience. Step inside to discover freshly painted interiors and elegant laminate flooring that flows seamlessly throughout the space. The galley-style

Bobby Christiano COLDWELL BANKER RESIDENTIAL RE

851 Miles Ave Unit 8, Winter Park, FL 32789
/2
$749,000 Sold Aug 01, 2025
- 1,939 Sq Ft
- $386/SF
- 63 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2019
1429 Indiana Ave, Winter Park, FL 32789

Like new and totally turn-key! Built by award-winning Winter Park Custom Homes, coastal modern residence offers thoughtful design, high-end finishes, and an unbeatable location in Winter Park's coveted 32789 ZIP code. 3-bedroom, 2.5-bath home combines privacy with convenience. Minutes from Park Avenue, downtown Orlando and major local destinations. The home features authentic reclaimed

Jennifer Sloan KELLY PRICE & COMPANY LLC

1429 Indiana Ave, Winter Park, FL 32789
/2
$458,000 Sold Jul 31, 2025
- 1,349 Sq Ft
- $340/SF
- 4 Days On Market
- 3 Beds
- 1 Bath
- Built 1940
955 Minnesota Ave, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Location, Location, Location! Nestled in the heart of highly sought-after Winter Park, this charming 3 bedroom home offers the perfect blend of vintage character and modern updates. Just steps away from Park Avenue, Hannibal Square, and the city’s historic district, you’ll enjoy walkable access to upscale shopping, fine dining, and everything Winter

Cora Johnson WYNNMORE REALTY LLC

955 Minnesota Ave, Winter Park, FL 32789
/2
$699,000 Sold Jul 31, 2025
- 1,622 Sq Ft
- $431/SF
- 14 Days On Market
- 3 Beds
- 2 Baths
- Built 1989
1891 Bryan Ave, Winter Park, FL 32789

Rare find in Winter Park! This charming one-story pool home offers three bedrooms, two full baths, high ceilings, and an open floor plan—all at an incredible price point. The updated kitchen features gas appliances, a center island, breakfast bar, and a separate beverage fridge. Wood-look tile flooring runs throughout the home for a cohesive, modern feel.The spacious primary suite

Jennifer King CORCORAN PREMIER REALTY

1891 Bryan Ave, Winter Park, FL 32789
/2
$3,200,000 Sold Jul 31, 2025
- 5,878 Sq Ft
- $544/SF
- 63 Days On Market
- 6 Beds
- 5.5 Baths
- Built 2006
141 S Phelps Ave, Winter Park, FL 32789

**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss your chance to own this exceptional home in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot home adorned with custom high-end features throughout, plus a fabulous

Donna Bryant COLDWELL BANKER RESIDENTIAL RE

141 S Phelps Ave, Winter Park, FL 32789
/2
$328,000 Sold Jul 31, 2025
- 1,456 Sq Ft
- $225/SF
- 85 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1995
156 Oak Grove Rd, Winter Park, FL 32789

Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence in the highly desirable Winter Park Oaks community, featuring 1,500 sq. ft. of inviting living space ideal for both comfort and entertaining. The thoughtfully designed two-story layout includes an open-concept main level with a spacious kitchen flowing effortlessly into a bright family room, convenient downstairs half bath,

Serge Osaulenko EVERLANE REALTY LLC

156 Oak Grove Rd, Winter Park, FL 32789
/2
$1,075,000 Sold Jul 31, 2025
- 2,703 Sq Ft
- $398/SF
- 140 Days On Market
- 4 Beds
- 3 Baths
- Built 1967
1690 Oneco Ave, Winter Park, FL 32789

Step into this stunning one-story Spanish Mediterranean home, beautifully renovated in 2006 by renowned E2 Homes. Offering four bedrooms and three baths, this thoughtfully designed residence seamlessly blends timeless charm with modern comforts. The inviting living room features a cozy gas fireplace, setting a warm tone for the home. A formal dining room connects to the spacious kitchen through a

Mick Night PREMIER SOTHEBY'S INTL. REALTY

1690 Oneco Ave, Winter Park, FL 32789

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