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Recently Sold Homes in 32789

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    $535,000 Sold Apr 25, 2025

    • 1,795 Sq Ft
    • $298/SF
    • 5 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1947

    1531 Norfolk Ave, Winter Park, FL 32789

    Welcome to your dream home nestled in the highly sought-after College Park district of Winter Park! This charming residence seamlessly blends history with modern upgrades, offering a perfect balance of comfort and convenience.Step inside to discover a beautifully updated kitchen featuring elegant granite countertops, ideal for both casual meals and entertaining guests. The home now boasts 1,795

    Erica Diaz HOMEVEST REALTY

    1531 Norfolk Ave, Winter Park, FL 32789
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    $1,516,500 Sold Apr 24, 2025

    • 2,420 Sq Ft
    • $627/SF
    • 31 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    335 Beloit Ave, Winter Park, FL 32789

    A special opportunity awaits on one of Winter Park’s most sought-after streets, BELOIT AVENUE! This charming 3-bedroom, 2-bathroom home is perfectly positioned just two blocks from the vibrant energy of Park Avenue and steps from the lush greens of the Winter Park 9 Golf Course.Brimming with character and warmth, this jewel box offers over 2,400 square feet of beautifully designed living space.

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    335 Beloit Ave, Winter Park, FL 32789
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    $1,295,000 Sold Apr 22, 2025

    • 2,795 Sq Ft
    • $463/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2017

    1601 Chestnut Ave, Winter Park, FL 32789

    Nestled in one of the most sought-after locations, the “Tree Streets” of Winter Park. 1601 Chestnut Avenue is a stunning Modern European Cottage-style home, built in 2017, that masterfully blends classic charm with modern finishes. Offering over 2,800 square feet, this pool home includes: four bedrooms, three full baths, and an over-sized loft. Step inside to hard wood flooring, complemented by

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    1601 Chestnut Ave, Winter Park, FL 32789
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    $580,000 Sold Apr 21, 2025

    • 1,710 Sq Ft
    • $339/SF
    • 1 Day On Market
    • 4 Beds
    • 2 Baths
    • Built 1953

    3006 Northwood Blvd, Winter Park, FL 32789

    Discover the perfect blend of classic charm and modern potential in this delightful single-family home with endless possibilities, nestled in a prime Winter Park location! This inviting fully fenced home features a comfortable layout with 3 bedrooms and 1 bathroom in the main living area. An exciting attached addition has a separate entrance leading to a spacious 4th bedroom and 2nd bathroom,

    Chris Creegan CREEGAN GROUP

    3006 Northwood Blvd, Winter Park, FL 32789
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    $4,100,000 Sold Apr 18, 2025

    • 4,582 Sq Ft
    • $895/SF
    • 1 Day On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2024

    1691 Chestnut Ave, Winter Park, FL 32789

    Welcome home to this one-of-a-kind custom-designed and built home by Ferrarini Custom Homes, Inc. in February 2024. This singular mid-century modern home is like no other in Winter Park.  Boasting an ideal location just steps from Phelps Park as well as only 1.5 miles from Park Avenue makes it the ideal home for the most discerning buyer. Custom features abound in this stunning 4582 sq. ft.

    Sue Silberbusch COMPASS FLORIDA LLC

    1691 Chestnut Ave, Winter Park, FL 32789
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    $480,000 Sold Apr 17, 2025

    • 1,920 Sq Ft
    • $250/SF
    • 29 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1981

    423 Ololu Dr, Winter Park, FL 32789

    NO HOA! Beautifully Remodeled Home with Expansive Garden in Winter ParkWelcome to this charming and fully remodeled two-story, 3-bedroom, 3-bathroom home nestled in the heart of Winter Park. Offering a blend of modern upgrades and historic charm, this property is surrounded by a vibrant community with easy access to top destinations.Prime Location:5 minutes to Whole Foods

    tanya fei AAA GLOBAL VENTURES PA

    423 Ololu Dr, Winter Park, FL 32789
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    $615,000 Sold Apr 17, 2025

    • 2,242 Sq Ft
    • $274/SF
    • 82 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    735 Maryland Ave, Winter Park, FL 32789

    Welcome to this elegant three-story townhouse in the heart of Winter Park! Step through French doors into a welcoming foyer leading to a bright and open living room, seamlessly connected to the dining area. Adorned with crown molding and charming Spanish tile, this space is bathed in natural light from sliding glass doors that open to a private outdoor patio. The kitchen features white cabinets,

    Chuck Massab FANNIE HILLMAN & ASSOCIATES

    735 Maryland Ave, Winter Park, FL 32789
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    $1,630,000 Sold Apr 17, 2025

    • 3,174 Sq Ft
    • $514/SF
    • 146 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2009

    101 S New York Ave Unit 302, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. This one-of-a-kind duplex in the heart of Winter Park stands out as the best value in town. Discover an unparalleled living experience in over 3,100 square feet of sophisticated space. Every detail- from the exquisite wood craftmanship which exudes classic Americana to the meticulously finished gourmet kitchen, this home truly speaks of timeless

    Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY

    101 S New York Ave Unit 302, Winter Park, FL 32789
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    $770,000 Sold Apr 15, 2025

    • 2,265 Sq Ft
    • $340/SF
    • 1 Day On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2018

    1816 Mondrian Cir, Winter Park, FL 32789

    Welcome to The Mondrian Winter Park, where modern elegance meets serene waterfront living! This extraordinary community features 30 sleek townhomes nestled alongside the tranquil shores of enchanting Lake Killarney. Step inside and be captivated by the exquisite finishes that define this remarkable residence—a true testament to quality and sophistication. Upon entering, you’ll find a palette of

    Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1816 Mondrian Cir, Winter Park, FL 32789
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    $2,100,000 Sold Apr 15, 2025

    • 2,894 Sq Ft
    • $726/SF
    • 35 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1999

    1032 Early Ave, Winter Park, FL 32789

    Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend

    Teresa Corbett KINCAID REALTY

    1032 Early Ave, Winter Park, FL 32789
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    $649,000 Sold Apr 14, 2025

    • 1,545 Sq Ft
    • $420/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    721 Glenridge Way, Winter Park, FL 32789

    Charming pool home zoned for Audubon K-8 and Winter Park High, tucked behind a private courtyard with artificial turf that feels like your own little secret garden. Vaulted ceilings with tongue-and-groove details add warmth and character to the living and dining areas. The eat-in kitchen features a large passthrough window overlooking the great room, perfect for entertaining. The bright Florida

    Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    721 Glenridge Way, Winter Park, FL 32789
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    $315,000 Sold Apr 14, 2025

    • 1,148 Sq Ft
    • $274/SF
    • 35 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1969

    690 Osceola Ave Unit 308, Winter Park, FL 32789

    Seller motivated!!! **Prime Location & Endless Potential!** Fantastic opportunity to make it your own Oasis with some updating. Transform this condo with your personal design. Situated in Winter Park's most sought-after zip code, this spacious 2-bedroom, 2-bath lakefront condo is an incredible opportunity to create your perfect retreat. Enjoy your dock—ideal for a boat or paddle board—and unwind

    Deborah Teixeira STRAWBERRY FIELDS FOREVER REALY LLC

    690 Osceola Ave Unit 308, Winter Park, FL 32789
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    $140,000 Sold Apr 14, 2025

    • 582 Sq Ft
    • $241/SF
    • 152 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1960

    151 N Orlando Ave Unit 142, Winter Park, FL 32789

    Introducing a charming 1 bed, 1 bath condo located on the serene shores of Lake Killarney in Winter Park Florida. Enjoy the perfect balance of lakeside tranquility, urban convenience, with a stunning sunset and being just a short walk to Trader Joe's, movie theaters, restaurants, and coffee shops. This home is ideal for someone seeking a peaceful retreat with all the benefits of a vibrant

    TOM NOELKE EXP REALTY LLC

    151 N Orlando Ave Unit 142, Winter Park, FL 32789
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    $1,885,000 Sold Apr 11, 2025

    • 3,499 Sq Ft
    • $539/SF
    • 0 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2024

    2144 Sycamore Dr, Winter Park, FL 32789

    Stunning new Winter Park residence.

    Christopher Christensen COMPASS FLORIDA LLC

    2144 Sycamore Dr, Winter Park, FL 32789
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    $175,000 Sold Apr 11, 2025

    • 730 Sq Ft
    • $240/SF
    • 230 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1964

    700 Melrose Ave Unit E6, Winter Park, FL 32789

    Welcome to this charming first-floor, one-bedroom, one-bathroom condo in the highly sought-after Winter Park Gardens community, exclusive 55+. This bright and airy home features an open floor plan with a spacious living area and a versatile sunroom, perfect for an additional living space or home office. The sunroom offers stunning views of the tranquil pond and lush garden, creating a serene

    Milton James COLDWELL BANKER RESIDENTIAL RE

    700 Melrose Ave Unit E6, Winter Park, FL 32789
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    $1,100,000 Sold Apr 10, 2025

    • 2,432 Sq Ft
    • $452/SF
    • 44 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1952

    1932 Temple Dr, Winter Park, FL 32789

    Luxury is a lifestyle, and this Winter Park modern bungalow on a cobblestone street is full of natural light, clean lines and crisp open spaces. Three bedrooms and 2.5 baths in the main house, this home has been thoughtfully renovated with style and beckons the green of an outdoor lifestyle. Over 2,400 square feet in main house and the garage was converted to an additional dwelling unit, adding

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1932 Temple Dr, Winter Park, FL 32789
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    $1,250,000 Sold Apr 10, 2025

    • 2,334 Sq Ft
    • $536/SF
    • 267 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2024

    858 Douglas Ave, Winter Park, FL 32789

    Stunning residence in Winter Park! Experience luxury and convenience in this highly sought-after location, so close to everything, you can walk to Winter Park Village (.5 miles), Hannibal Square (.3 miles) and Park Avenue (.6 miles), and less than a block to the beautiful Lake Island Park. You will be the envy of all who visit.This home features a gourmet kitchen with waterfall island

    Greta Bost SUMMER WIND REALTY CENTRAL FL

    858 Douglas Ave, Winter Park, FL 32789
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    $799,000 Sold Apr 08, 2025

    • Land
    • 0.21 Acre
    • $3,804,762 per Acre
    • 1 Day On Market

    Unlisted Address

    A pristine location to build the home of your dreams in the heart of the Tree Streets of Winter Park. Elm is a quiet tree-lined street providing tranquility while providing the lifestyle Winter Park is known for. Elm is a block from Phelps Park, a short walk to YMCA, Interlachen Country Club & Winter Park Racquet club. The lot is roughly 75 by 122 feet and among multimillion-dollar homes. There

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    Unlisted Address
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    $799,000 Sold Apr 08, 2025

    • 2,331 Sq Ft
    • $343/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1952

    Unlisted Address

    A pristine location to build the home of your dreams in the heart of the Tree Streets of Winter Park. Elm is a quiet tree-lined street providing tranquility while providing the lifestyle Winter Park is known for. Elm is a block from Phelps Park, a short walk to YMCA, Interlachen Country Club and Winter Park Racquet Club. The lot is roughly 75 by 122 feet and among multimillion-dollar homes. Home

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    Unlisted Address
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    $585,000 Sold Apr 07, 2025

    • 1,132 Sq Ft
    • $517/SF
    • 38 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1949

    1424 Cavendish Rd, Winter Park, FL 32789

    Welcome to 1424 Cavendish Road. This Beautiful 1940’s Pool Home is tucked between the tree-lined streets of highly desired, Orwin Manor, offering the perfect blend of classic appeal and modern convenience.Step into this charming home and experience its warm and inviting ambiance. The living room is bathed in natural light, with a cozy wood-burning fireplace that adds timeless character and

    Lisa Grey KEYSEEKERS REAL ESTATE

    1424 Cavendish Rd, Winter Park, FL 32789
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    $410,000 Sold Apr 04, 2025

    • 1,292 Sq Ft
    • $317/SF
    • 45 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    2111 Staunton Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Welcome to a delightful property that boasts a modern, neutral-colored paint scheme throughout. The kitchen is a chef's dream, equipped with all stainless steel appliances. The outdoor area is perfect for entertaining, featuring a deck and covered patio in the backyard. The property also includes a fenced-in backyard, providing privacy and security.

    GREGORY BLACKALL OPENDOOR BROKERAGE LLC

    2111 Staunton Ave, Winter Park, FL 32789
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    $600,000 Sold Apr 04, 2025

    • 1,751 Sq Ft
    • $343/SF
    • 41 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    631 Callahan St, Winter Park, FL 32789

    **PRICED TO SELL** Welcome to this beautifully remodeled ranch-style home, where modern elegance meets timeless charm. Located less than half a mile from the vibrant heart of Park Avenue, this home has 1,750 square feet of living space, presenting the perfect blend of contemporary functionality. Remodeled in 2022, Roof replaced in 2023. New Paver Patio and Turf. Step inside to discover

    Yousef Zeidan CORCORAN PREMIER REALTY

    631 Callahan St, Winter Park, FL 32789
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    $1,000,000 Sold Apr 04, 2025

    • 2,458 Sq Ft
    • $407/SF
    • 141 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    1001 Tuscany Place, Winter Park, FL 32789

    Located in the Tuscany Place neighborhood in the heart of Winter Park, this home offers endless potential for those looking to create their dream residence. With its classic ranch architecture and original features, this property is a blank canvas awaiting your personal touch, or provides a great opportunity to build new on its 0.39-acre corner lot. The home includes 3 bedrooms and 2 bathrooms, a

    Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1001 Tuscany Place, Winter Park, FL 32789
  • /2

    $1,290,000 Sold Apr 04, 2025

    • 2,350 Sq Ft
    • $549/SF
    • 173 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2024

    840 W Comstock Ave, Winter Park, FL 32789

    Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are greeted by an adorable front patio enticing you to enjoy your favorite beverage amongst the lush landscape. Once inside the arched entry door you will be transported to an open floor plan with lots of natural light adorned with oversized windows, showcasing flora at every turn,

    Elizabeth Hall COLDWELL BANKER RESIDENTIAL RE

    840 W Comstock Ave, Winter Park, FL 32789
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    $850,000 Sold Apr 03, 2025

    • 2,066 Sq Ft
    • $411/SF
    • 251 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    1905 S Lakemont Ave, Winter Park, FL 32792

    Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed two-story townhomes,

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    1905 S Lakemont Ave, Winter Park, FL 32792
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    $2,495,000 Sold Apr 01, 2025

    • 4,168 Sq Ft
    • $599/SF
    • 4 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1926

    140 Cortland Ave, Winter Park, FL 32789

    Welcome to this beautifully renovated century home on one of the most picturesque brick streets in Olde Winter Park. Take a leisurely stroll down to Lake Mizell or enjoy the views from its large front patio. This classic pool home is filled with charm, natural light and is designed for easy entertaining. The spacious layout offers multiple rooms for every occasion, including a bright sunroom,

    Stephen Hachey FLAT FEE MLS REALTY

    140 Cortland Ave, Winter Park, FL 32789
  • /2

    $1,877,500 Sold Apr 01, 2025

    • 4,612 Sq Ft
    • $407/SF
    • 5 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1925

    1446 Berkshire Ave, Winter Park, FL 32789

    Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads

    Jimmy Hendrickson SERHANT

    1446 Berkshire Ave, Winter Park, FL 32789
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    $685,000 Sold Mar 31, 2025

    • 1,267 Sq Ft
    • $541/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1971

    100 S Interlachen Ave Unit 203D, Winter Park, FL 32789

    Experience a lifestyle of refined sophistication and effortless tranquility at The Cloisters Condominium, ideally between Park Avenue and the serene shores of Lake Osceola. This exquisitely remodeled residence offers a seamless blend of timeless elegance and thoughtful design. Set on the second floor, this sun-drenched retreat is bathed in natural light from its northeast-facing sunroom, where

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 203D, Winter Park, FL 32789
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    $5,250,000 Sold Mar 31, 2025

    • 5,264 Sq Ft
    • $997/SF
    • 125 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2024

    210 Chelton Cir, Winter Park, FL 32789

    This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue and Lake Chelton you'll be greeted by exquisite tile work with brass inlays, wood floors, drop down ceiling, crown molding, wainscoting and natural light that pulls the outside living in. The first

    Laura Harris CORCORAN PREMIER REALTY

    210 Chelton Cir, Winter Park, FL 32789
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    $1,100,000 Sold Mar 28, 2025

    • 2,651 Sq Ft
    • $415/SF
    • 42 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1912

    567 Osceola Ave, Winter Park, FL 32789

    Walk to beautiful downtown Winter Park for fabulous shopping, restaurants, SunRail/Amtrak station and just steps to Rollins College campus. Make yourself at home in this beautifully restored historic 4 bedroom 3 ½ bath home with award winning finishes. Quality features include beautiful hardwood floors, intricate crown moldings, high ceilings and an expansive wraparound front porch. The open

    Susannah Dance COLDWELL BANKER RESIDENTIAL RE

    567 Osceola Ave, Winter Park, FL 32789
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    $2,400,000 Sold Mar 28, 2025

    • 4,074 Sq Ft
    • $589/SF
    • 94 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2017

    1010 N Pennsylvania Ave, Winter Park, FL 32789

    New price is $150K below a November 2024 appraisal! Home has been pre-inspected; seller is willing to share the 4PT Report as well as the appraisal. Located in the heart of Winter Park's downtown corridor, 1010 N Pennsylvania Ave offers a luxurious Mediterranean-inspired design with so many modern upgrades, all just steps from Park Avenue’s shops, Winter Park Village, and Whole Foods Market.

    Dana Laing BHHS FLORIDA REALTY

    1010 N Pennsylvania Ave, Winter Park, FL 32789
  • /2

    $2,625,000 Sold Mar 27, 2025

    • 3,792 Sq Ft
    • $692/SF
    • 0 Days On Market
    • 4 Beds
    • 5.5 Baths
    • Built 2018

    141 N Virginia Ave, Winter Park, FL 32789

    Step into luxury with this stunning three-story townhouse featuring an elevator and abundant natural light. A breathtaking staircase elegantly wraps around a magnificent chandelier, creating a striking focal point from the first floor to the third. The first floor boasts a chef's kitchen with high-end cabinets, top-of-the-line appliances, and premium flooring. The second floor offers four elegant

    Maria Velez Restrepo KELLY PRICE & COMPANY LLC

    141 N Virginia Ave, Winter Park, FL 32789
  • /2

    $411,250 Sold Mar 27, 2025

    • 1,132 Sq Ft
    • $363/SF
    • 2 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1958

    767 Baffie Ave, Winter Park, FL 32789

    Welcome to this beautifully maintained Winter Park gem, offering exceptional curb appeal and bursting with charm, character and timeless style. Located in the highly desirable Dubsdread Heights neighborhood, bordering Little Lake Fairview and the Dubsdread Golf Course, this home places you just minutes from the boutique shops, dining options and festivals of Park Avenue, with easy access to I-4.

    Jeffrey Petch GECKO REALTY, INC

    767 Baffie Ave, Winter Park, FL 32789
  • /2

    $3,130,000 Sold Mar 27, 2025

    • 4,188 Sq Ft
    • $747/SF
    • 6 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2025

    210 E Lake Sue Ave, Winter Park, FL 32789

    Exquisite Winter Park residence built by Davila Homes, where luxury meets functionality. This impressive home features 5 spacious bedrooms, 5.5 beautifully designed bathrooms, and a generous 4,188 square feet of meticulously crafted living space. As you step through the glass front doors, you’re immediately greeted by the grandeur of beautiful hardwood floors and the high ceilings. The

    Christopher Christensen COMPASS FLORIDA LLC

    210 E Lake Sue Ave, Winter Park, FL 32789
  • /2

    $1,975,000 Sold Mar 27, 2025

    • 3,441 Sq Ft
    • $574/SF
    • 16 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2011

    140 Dana Way, Winter Park, FL 32789

    Elegant French Country Estate in Prestigious Winter ParkNestled in the heart of Winter Park’s picturesque, tree-lined streets near Lake Sue, this exquisite French Country estate blends timeless elegance with modern luxury. Situated on an oversized, gated lot, this stunning home offers privacy, sophistication, and an unparalleled living experience.The expansive primary suite, located on the first

    Maria Blanchard OLDE TOWN BROKERS INC

    140 Dana Way, Winter Park, FL 32789
  • /2

    $1,175,000 Sold Mar 27, 2025

    • 2,762 Sq Ft
    • $425/SF
    • 89 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1960

    1681 Blue Ridge Rd, Winter Park, FL 32789

    Welcome home to this beautiful home located in the highly desirable Timberlane Shores. Situated on almost 1/3 of an acre, this corner lot home has endless possibilities. The 4- bedroom, 3.5 bath home has over 2700 sq feet of living space, including separate guest quarters that consist of 2 bedrooms and 1 shared bath, perfect for extended family, teens, or simply to have privacy for guests. As you

    Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

    1681 Blue Ridge Rd, Winter Park, FL 32789
  • /2

    $939,000 Sold Mar 26, 2025

    • 1,267 Sq Ft
    • $741/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1971

    100 S Interlachen Ave Unit 502D, Winter Park, FL 32789

    Top floor direct lakefront view of this Renovated condominium. Professional pictures coming.

    Jeff Clark COLDWELL BANKER RESIDENTIAL RE

    100 S Interlachen Ave Unit 502D, Winter Park, FL 32789
  • /2

    $1,255,000 Sold Mar 25, 2025

    • 2,747 Sq Ft
    • $457/SF
    • 30 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1953

    2258 Howard Dr, Winter Park, FL 32789

    An unparalleled opportunity to live in one of Orlando’s most desirable areas and in a truly dream-worthy home! This stunning 4-bedroom, 3-bathroom property, situated on a spacious 0.32-acre lot (13,814 square feet), has been completely remodeled with exceptional attention to detail. It boasts a custom Calacatta surface and brand-new stainless steel appliances, including a sleek glass cooktop, all

    Greysy Ysea NAIM REAL ESTATE LLC

    2258 Howard Dr, Winter Park, FL 32789
  • /2

    $745,000 Sold Mar 25, 2025

    • 2,548 Sq Ft
    • $292/SF
    • 30 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1940

    1375 Suffolk Rd, Winter Park, FL 32789

    This beautiful 4 bedroom, 2.5 bath home with an oversized 1-car garage is truly special, offering a perfect blend of charm, modern upgrades, and thoughtful design in the highly desirable Orwin Manor neighborhood.Upgrades include a FULL RENOVATION in 2016 (Kitchen, Bathrooms, Electrical, Plumbing, HVAC, Water Heater and most of the Windows) PLUS a new Roof, Electric Gate, new pavered Driveway

    Beth Hobart MAINFRAME REAL ESTATE

    1375 Suffolk Rd, Winter Park, FL 32789
  • /2

    $3,550,000 Sold Mar 24, 2025

    • 2,803 Sq Ft
    • $1267/SF
    • 0 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1954

    443 Lakewood Dr, Winter Park, FL 32789

    This single-story home offers serene lakefront living with approximately 95 feet of prime water frontage on beautiful Lake Osceola. Whether you enjoy watersports, boating, or simply relaxing by the water, this property can provide the true joy of lakefront living. The grandfathered boat dock provides a rare opportunity for transformation, perfect for customizing your ideal lakeside retreat. The

    Jenny Lake FANNIE HILLMAN & ASSOCIATES

    443 Lakewood Dr, Winter Park, FL 32789

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