1,142

Recently Sold Winter Park, FL Homes

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    $205,000 Sold Jun 20, 2025

    • 1,059 Sq Ft
    • $194/SF
    • 97 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    4944 Tangerine Ave, Winter Park, FL 32792

    Welcome to this delightful 2-bedroom, 2-bath end-unit condominium, offering the perfect blend of comfort and style! As you enter, you’re greeted by a charming foyer with a convenient coat closet, setting the tone for this spacious and inviting home. The expansive living/dining area is perfect for both everyday living and entertaining guests. A newer sliding glass door leads to a peaceful screened

    Christine David WATSON REALTY CORP

    4944 Tangerine Ave, Winter Park, FL 32792
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    $850,000 Sold Jun 20, 2025

    • 2,085 Sq Ft
    • $408/SF
    • 282 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    1919 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

    1919 S Lakemont Ave, Winter Park, FL 32792
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    $530,000 Sold Jun 18, 2025

    • 817 Sq Ft
    • $649/SF
    • 0 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1956

    2525 Lafayette Ave, Winter Park, FL 32789

    Investor / Builder special!! Prime land opportunity located just minutes from Park Avenue. Don't miss your chance to build your custom home in this highly desirable area, surrounded by multi-million dollar homes. Value is in the land. Schedule your showing today!

    Blaike Gill KELLER WILLIAMS WINTER PARK

    2525 Lafayette Ave, Winter Park, FL 32789
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    $665,000 Sold Jun 18, 2025

    • 2,183 Sq Ft
    • $305/SF
    • 37 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1963

    2817 Prince John Rd, Winter Park, FL 32792

    NEW ROOF 2019! GREAT PRICE! SPECTACULAR WINTER PARK HOME COMPLETELY RENOVATED AND UPGRADED INCLUDING A STUNNING KITCHEN! This four bedroom three and a half bath home has been meticulously updated and cared for! It has PORCELAIN WOOD LOOK TILE and WOOD flooring THROUGHOUT and NO CARPET. When you walk in the front door you are greeted by a grand and open design. This one-story home even has an IN

    Lori Gilmore LORI GILMORE REAL ESTATE LLC

    2817 Prince John Rd, Winter Park, FL 32792
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    $630,000 Sold Jun 18, 2025

    • 1,670 Sq Ft
    • $377/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    2707 Prince John Rd, Winter Park, FL 32792

    Welcome home to the Winter Park Pines with its tree-lined streets and where the mailman still delivers to your door! Nestled on a large corner lot, this beautifully and meticulously renovated 3-bedroom, 2-bathroom (PLUS AN OFFICE) home is an entertainer’s dream, perfectly blending comfort, functionality, and style. Step inside to discover a chef’s kitchen that will impress even the most

    Amy Turner KELLER WILLIAMS WINTER PARK

    2707 Prince John Rd, Winter Park, FL 32792
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    $1,525,000 Sold Jun 18, 2025

    • 1,457 Sq Ft
    • $1,047/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1950

    747 Mcintyre Ave, Winter Park, FL 32789

    Prime opportunity in the heart of Winter Park! This 3 bedroom, 2 bathroom home with a 2-car detached garage sits on an expansive 0.41-acre lot, offering endless potential for the savvy buyer. Located in the sought-after Winter Park historic district, this property is just a short walk to Rollins College, iconic Park Avenue, and all the dining, shopping, and cultural attractions the area has to

    Chuck Massab FANNIE HILLMAN & ASSOCIATES

    747 Mcintyre Ave, Winter Park, FL 32789
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    $1,165,000 Sold Jun 17, 2025

    • 3,983 Sq Ft
    • $292/SF
    • 18 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1999

    2832 Bear Island Pointe, Winter Park, FL 32792

    Welcome to 2832 Bear Island Pointe in Winter Park's premier gated community, Cypress Reserve! This meticulously maintained estate-like home is move-in-ready with 5 bedrooms plus a large office room with its own bathroom and separate exterior entry. Nestled near the serene Bear Gully Lake, this stunning residence offers the perfect blend of elegance, convenience, and resort-style living. The

    Drew Belani COMPASS FLORIDA LLC

    2832 Bear Island Pointe, Winter Park, FL 32792
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    $1,250,000 Sold Jun 17, 2025

    • 3,483 Sq Ft
    • $359/SF
    • 43 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1957

    1370 Alberta Dr, Winter Park, FL 32789

    Discover luxurious lakeside living in prestigious Winter Park, where this extensively updated pool home offers the perfect blend of sophisticated main residence and private guest cottage. Just minutes from Park Avenue's renowned shopping and dining, this property provides coveted access to Lake Osceola, creating an ideal setting for the Florida lifestyle. The main residence showcases elegant

    Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    1370 Alberta Dr, Winter Park, FL 32789
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    $735,000 Sold Jun 17, 2025

    • 1,867 Sq Ft
    • $394/SF
    • 62 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    1312 Golfside Dr, Winter Park, FL 32792

    Experience luxury living in this stunning 3-bedroom, 2-bathroom pool home perfectly positioned on the 3rd hole of the golf course in Winter Park. Thoughtfully upgraded with designer details, this home blends elegance and comfort. A beautifully tiled walkway leads to an inviting interior featuring crown moldings, wood-look porcelain flooring, energy-efficient LED lighting, and stylish fixtures

    Uno Sorlie HOPKEY REALTY

    1312 Golfside Dr, Winter Park, FL 32792
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    $299,000 Sold Jun 17, 2025

    • 1,493 Sq Ft
    • $200/SF
    • 119 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    2762 Hilda Cove, Winter Park, FL 32792

    Move-in ready 3 Bedroom, 2 Bath half-duplex located in Winter Park! Enter the home to an open-concept floor plan featuring a freshly renovated kitchen with brand new shaker-style cabinets, beautiful Quartz countertops, and stainless steel appliances! The primary bedroom is complete with a walk-in closet and an en suite bathroom with a spacious vanity and shower. Both guest bedrooms are situated

    Thomas Weclew THE REALTY MEDICS

    2762 Hilda Cove, Winter Park, FL 32792
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    $1,335,000 Sold Jun 16, 2025

    • 2,199 Sq Ft
    • $607/SF
    • 12 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2014

    242 W Lyman Ave, Winter Park, FL 32789

    Presenting a stunning and fully furnished END UNIT Townhome, one block off Park Ave! This is 1 of only 8 townhomes built in 2014 by David Weekly, and the only one on the market with incredible Florida outdoor living space. This unit is a gem, with the most privacy and largest side yard of all 8. The location is AMAZING, you can see Park Avenue from your front porch! SO many upgrades, you won't

    Jill Henry COLDWELL BANKER RESIDENTIAL RE

    242 W Lyman Ave, Winter Park, FL 32789
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    $420,000 Sold Jun 16, 2025

    • 1,562 Sq Ft
    • $269/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    1604 Nottingham Dr, Winter Park, FL 32792

    Seize this exceptional opportunity to acquire a remarkable property in the esteemed town of Winter Park. The roof is only 4yrs old, with rain gutters around the entire house! The kitchen is updated, featuring a stone countertop, breakfast bar, and ample natural lighting. The GE refrigerator, dishwasher, and stove top are 2yrs old. The professionally maintained oversized swimming pool adds to the

    Keegan Siegfried LPT REALTY, LLC

    1604 Nottingham Dr, Winter Park, FL 32792
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    $207,518 Sold Jun 16, 2025

    • 1,173 Sq Ft
    • $177/SF
    • 18 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    2348 Sun Valley Cir, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Dreams Do Come True! Spectacular Opportunity in Sought-After Cedarwood Village – Winter Park!Welcome to this charming 2-bedroom, 2-bathroom single-story condo tucked away in the peaceful rear section of the community—offering beautiful, tranquil views and a sense of privacy that’s hard to find. With a new roof already in place, the foundation is set

    Freddie Crespo INVESTOR'S REAL ESTATE LLC

    2348 Sun Valley Cir, Winter Park, FL 32792
  • /2

    $749,000 Sold Jun 16, 2025

    • 2,532 Sq Ft
    • $296/SF
    • 3 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1968

    2907 Summerfield Rd, Winter Park, FL 32792

    Just in time for summer! Here's the trifecta of size, location, and condition that you've been waiting for! This beautiful 5 bedroom, 2 bath, 2 fireplaces, corner lot with a pool home is ready for your family! Come make memories for years to come as this home is large enough to grow in. Beautiful hardwood floors through out main living areas, large tiled Florida room with fireplace overlooking

    Kim Helmling MILLER GRANT AND COMPANY

    2907 Summerfield Rd, Winter Park, FL 32792
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    $718,500 Sold Jun 13, 2025

    • 2,069 Sq Ft
    • $347/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1981

    1130 Washington Ave Unit 11C, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. A rare (and low-maintenance!) gem, this 3 bed/2.5 bath home is located just around the corner from Park Avenue and Rollins College. Tucked away in the most perfect location, this 2-story Winter Park condo was stripped down to the studs and completely remodeled in 2007 with all new plumbing, electrical, ductwork, flooring, appliances, and natural gas

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1130 Washington Ave Unit 11C, Winter Park, FL 32789
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    $645,000 Sold Jun 13, 2025

    • 1,910 Sq Ft
    • $338/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1988

    796 Mcintyre Ave, Winter Park, FL 32789

    Welcome to 796 McIntyre Avenue, Winter Park, FL 32789. This stunning and serene retreat is the ideal place to call home, perfectly situated on a tree-lined brick street within walking distance to Rollins College and all that Park Avenue has to offer. A charming driveway leads to your two-car garage and private front entrance. Upon entering, you'll be greeted by a bright and airy townhome that

    Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    796 Mcintyre Ave, Winter Park, FL 32789
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    $215,000 Sold Jun 13, 2025

    • 1,578 Sq Ft
    • $136/SF
    • 52 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1974

    7468 Swallow Run Unit 38, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to this charming two bedroom, two and a half bathroom condo in the heart of Winter Park. This home offers a spacious and functional layout with a half bath on the first floor, perfect for guests, and an interior laundry room for added convenience. The living room features a cozy fireplace, creating a warm and inviting atmosphere. Two sliding

    Chris Creegan CREEGAN GROUP

    7468 Swallow Run Unit 38, Winter Park, FL 32792
  • /2

    $265,000 Sold Jun 13, 2025

    • 1,296 Sq Ft
    • $204/SF
    • 82 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    2464 Harbour Way, Winter Park, FL 32792

    New Price !!Location Winter Park! Charming 2-Bedroom, 2-Bath Single-Story Townhouse – Priced to Sell! This well-located just minutes from shopping, restaurants, banks, and more. Designed for comfort, the open floor plan includes a spacious living-dining combo, tile floors, and a convenient pass-through to the kitchen equipped with granite countertops, light fixtures, wood cabinets, and

    Ana Manzo AGENT TRUST REALTY CORPORATION

    2464 Harbour Way, Winter Park, FL 32792
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    $290,000 Sold Jun 13, 2025

    • 1,122 Sq Ft
    • $258/SF
    • 464 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1954

    1908 Carrigan Ave, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to this stunning property with a natural color palette that creates a soothing ambiance throughout. The kitchen boasts a nice backsplash, adding a touch of elegance to this functional space. The master bedroom offers a spacious walk-in closet, providing ample storage for your wardrobe. With additional rooms for flexible living space, the

    GREGORY BLACKALL VERANDA REALTY GROUP

    1908 Carrigan Ave, Winter Park, FL 32792
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    $890,000 Sold Jun 12, 2025

    • 2,265 Sq Ft
    • $393/SF
    • 114 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    1762 Mondrian Cir, Winter Park, FL 32789

    Act now - only two new units remain! Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Located in an exclusive community of 30 contemporary townhomes, each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This 3-bedroom, 3 bath

    Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1762 Mondrian Cir, Winter Park, FL 32789
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    $1,625,000 Sold Jun 12, 2025

    • 4,227 Sq Ft
    • $384/SF
    • 95 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2003

    1470 Place Picardy, Winter Park, FL 32789

    Elegant 5-Bedroom Estate in the Heart of Winter Park. Nestled on a picturesque double lot in the highly sought-after Via’s, this stunning 5-bedroom, 4 full bath, 2 half bath traditional home offers over 4,200 sq. ft. of refined living space. With timeless architectural details, modern upgrades, and an unbeatable location just minutes from Park Avenue’s shops and restaurants, this home is a rare

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1470 Place Picardy, Winter Park, FL 32789
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    $575,000 Sold Jun 11, 2025

    • 2,275 Sq Ft
    • $253/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1989

    4353 Steed Terrace, Winter Park, FL 32792

    Gorgeous, updated, 4 bedroom pool home in the Winter Park community of Kings Cove! Incredible outdoor oasis with a sparkling screened pool, spacious 35 x 13 covered lanai including a summer kitchen with refrigerator, sink and storage cabinets. The heart of the home is the renovated kitchen with quartz counters, breakfast bar, mosaic tile backsplash, pantry, and a large breakfast nook all

    Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

    4353 Steed Terrace, Winter Park, FL 32792
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    $350,000 Sold Jun 11, 2025

    • 1,550 Sq Ft
    • $226/SF
    • 27 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2004

    1517 Florentino Ln, Winter Park, FL 32792

    Welcome to your dream home nestled in the highly sought-after Vistas at Lake Howell, a gated community, located in Winter Park. This stunning 2-bedroom townhome offers a perfect blend of comfort, style and convenience. Step inside to the inviting living spaces and discover a beautifully designed open floor plan that seamlessly connects the living, dining, and kitchen areas. The spacious living

    Lou DiBerardino KELLER WILLIAMS WINTER PARK

    1517 Florentino Ln, Winter Park, FL 32792
  • /2

    $385,000 Sold Jun 11, 2025

    • 1,262 Sq Ft
    • $305/SF
    • 101 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1955

    1930 Albert Lee Pkwy, Winter Park, FL 32789

    Tucked away on a quiet street yet just minutes from downtown Winter Park, College Park, and downtown Orlando, this beautifully updated 1955 ranch offers the perfect blend of peaceful living and urban convenience. With 2 bedrooms, 2 baths, and 1,262 square feet of thoughtfully renovated space, this home is move-in ready and full of character. As you enter, you’re greeted by a large, open living

    Carol van den Berg FLORIDA ONE REAL ESTATE LLC

    1930 Albert Lee Pkwy, Winter Park, FL 32789
  • /2

    $849,900 Sold Jun 10, 2025

    • 1,776 Sq Ft
    • $479/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    1791 Spruce Ave, Winter Park, FL 32789

    Welcome to this stunning, fully renovated 3-bedroom, 2-bath residence nestled in the highly sought-after Winter Park community. Thismeticulously upgraded home blends style, comfort, and functionality in an open-concept layout that includes spacious living, dining and kitchen areas adorned with elegant wood flooring and crown molding throughout. The custom-designed kitchen is a chef’s dream,

    Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

    1791 Spruce Ave, Winter Park, FL 32789
  • /2

    $450,000 Sold Jun 10, 2025

    • 1,761 Sq Ft
    • $256/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1971

    3317 Dormer Ct, Winter Park, FL 32792

    Welcome to your dream home in the heart of Central Florida! This immaculate, move-in ready 3-bedroom, 2-bath pool home is a true gem, nestled in an established neighborhood known for its top-rated schools, friendly community, and unbeatable location. Step inside to find tastefully updated living spaces that blend comfort with modern style. As you enter the foyer, you will find the formal living

    Stephanie Kovats KELLER WILLIAMS ADVANTAGE REALTY

    3317 Dormer Ct, Winter Park, FL 32792
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    $415,000 Sold Jun 10, 2025

    • 1,673 Sq Ft
    • $248/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    3063 Ash Park Loop, Winter Park, FL 32792

    Location, Location, Location! Welcome to Hyde Park! This lovely home in Winter Park offers a blend of amenities and classic charm. The home boasts an open layout, creating spacious living which is great for entertaining and everyday living. A cozy wood-burning fireplace adds warmth and charm to the living space. New roof installed in 2018, new HVAC system in 2022, freshly painted exterior and

    Cheryl Anderson ANDERSON INVESTMENT PROPERTIES

    3063 Ash Park Loop, Winter Park, FL 32792
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    $987,500 Sold Jun 10, 2025

    • 2,220 Sq Ft
    • $445/SF
    • 101 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1959

    1585 Chestnut Ave, Winter Park, FL 32789

    Charming Spanish-Style Bungalow with Private Oasis in the Heart of Winter Park. Step into the elegance of Old Florida with this exquisite Spanish-style bungalow, nestled in Winter Park. Offering the perfect blend of historic charm and modern luxury, this 4-bedroom, 2.5-bath retreat is a hidden gem surrounded by lush, mature landscaping, creating a private sanctuary just minutes from the best

    Ashley Landers KELLER WILLIAMS WINTER PARK

    1585 Chestnut Ave, Winter Park, FL 32789
  • /2

    $750,000 Sold Jun 09, 2025

    • 1,740 Sq Ft
    • $431/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    2756 Summerfield Rd, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Outstanding opportunity to be in one of the best neighborhoods, as well as golf holes, of the Winter Park Pines Golf Course and community of Golfside! Discover the perfect blend of comfort, style, and location in this beautifully updated Mid-Century Modern 3-bedroom, 2-bath home nestled on the lush fairway of the 9th hole (formerly the 18th hole.)

    Alexis Davis FANNIE HILLMAN & ASSOCIATES

    2756 Summerfield Rd, Winter Park, FL 32792
  • /2

    $586,000 Sold Jun 09, 2025

    • 1,630 Sq Ft
    • $360/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    2441 Banchory Rd, Winter Park, FL 32792

    Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the highly desirable Brookshire Heights neighborhood! Nestled on the charming, tree-lined Banchory Road with sidewalks on both sides, this home is just a short stroll from Brookshire Elementary, the Cady Way Pool, Pickleball Courts, and Trail.In 2018, this home underwent extensive renovations, including a new roof, HVAC system,

    Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    2441 Banchory Rd, Winter Park, FL 32792
  • /2

    $420,000 Sold Jun 09, 2025

    • 1,551 Sq Ft
    • $271/SF
    • 24 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1969

    2259 King Johns Ct, Winter Park, FL 32792

    Don’t miss this beautifully maintained, move-in ready 3-bedroom, 2-bath gem in the highly desirable Winter Park area — and best of all, there’s no HOA!Step into the updated kitchen, complete with solid wood cabinetry, granite countertops, stainless steel appliances, and a wine fridge — perfect for cooking and entertaining. The kitchen seamlessly flows into a spacious great room, where sliding

    Richard Cunningham CHARLES RUTENBERG REALTY ORLANDO

    2259 King Johns Ct, Winter Park, FL 32792
  • /2

    $170,000 Sold Jun 09, 2025

    • 1,031 Sq Ft
    • $165/SF
    • 53 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1984

    3208 Oak Lawn Place Unit 218, Winter Park, FL 32792

    Experience the perfect blend of charm, convenience, and value in this beautifully maintained (freshly cleaned and painted) 2-bed, 2.5-bath townhouse-style condo nestled in the heart of the desirable Hidden Oaks community in Winter Park. Whether you're a first-time homebuyer, a savvy investor, or simply seeking a cozy space to call home, this property is a standout choice. Key Features Include:

    Ali Khaku, MBA DALTON WADE INC

    3208 Oak Lawn Place Unit 218, Winter Park, FL 32792
  • /2

    $750,000 Sold Jun 09, 2025

    • 2,503 Sq Ft
    • $300/SF
    • 284 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1980

    2804 Dike Rd, Winter Park, FL 32792

    Welcome to your very own private personal retreat! This truly one of a kind oasis of a property features 1.9 acres of lushly landscaped garden in Winter Park. A four-bedroom, three-bathroom main house with a two-car attached garage and a luxurious pool. With paid-for solar panels and a 37 seer Geo-Thermal HVAC means you will enjoy significant savings on your power bills. The additional detached

    Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

    2804 Dike Rd, Winter Park, FL 32792
  • /2

    $475,000 Sold Jun 06, 2025

    • 1,314 Sq Ft
    • $361/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1957

    407 S Lakemont Ave, Winter Park, FL 32792

    This adorable 3 bedroom, 1 bath mid-century modern bungalow is tucked into a highly coveted part of Winter Park. Thoughtfully updated with a newer kitchen and bathroom, plus recent upgrades including new windows, a newer A/C system, and a brand-new deck—this home is move-in ready and full of charm.Set on a spacious lot, the property offers exciting potential: expand the existing home, renovate

    Meseydi Machado TCA REALTY, LLC

    407 S Lakemont Ave, Winter Park, FL 32792
  • /2

    $260,000 Sold Jun 06, 2025

    • 710 Sq Ft
    • $366/SF
    • 28 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    151 N Orlando Ave Unit 115, Winter Park, FL 32789

    Fantastic 2 bed/ 1 bath - first floor condo in cool, mid-century building on Lake Killarney. This home is next to Trader Joes, Hillstone's and across the street from Winter Park Village! Lakefront Winter Park Condo Community Ground Floor Remodeled 2 Bedroom 1 Bath Condo, Remodeled Kitchen and Bath, Includes Washer Dryer Inside Unit. Wood Look Laminate and Tile Floors. Lake Front Amenities, Boat

    Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

    151 N Orlando Ave Unit 115, Winter Park, FL 32789
  • /2

    $434,900 Sold Jun 06, 2025

    • 1,366 Sq Ft
    • $318/SF
    • 23 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    5441 Justine Way, Winter Park, FL 32792

    Pool Home! Whole House Solar!! No HOA!!! This 3 bedroom, 2 bathroom pool home offers a split plan bedroom arrangement and open-concept gathering areas that lead out to a spacious screen-enclosed porch that faces the pool. The absence of a pool cage allows for landscape & gardening opportunities along with cannonballs at a moment’s notice. Enjoy fun in the sun and night swims next to the stone

    Sheri Malin REDFIN CORPORATION

    5441 Justine Way, Winter Park, FL 32792
  • /2

    $430,000 Sold Jun 06, 2025

    • 1,998 Sq Ft
    • $215/SF
    • 51 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1967

    3420 Arnel Dr, Winter Park, FL 32792

    Prime Winter Park Location – Updated 4-Bedroom Home in Eastbrook with No HOA!Welcome to 3420 Arnel Drive, a beautifully updated 4-bedroom, 2-bath home nestled in the desirable Eastbrook neighborhood of Winter Park—with no HOA! This charming home offers modern updates, spacious living areas, and an unbeatable location just minutes from Park Avenue, top-rated Seminole County schools, and endless

    Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

    3420 Arnel Dr, Winter Park, FL 32792
  • /2

    $825,000 Sold Jun 06, 2025

    • 2,563 Sq Ft
    • $322/SF
    • 40 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2020

    705 Baffie Ave, Winter Park, FL 32789

    Discover modern living at its finest in this stunning contemporary home in the heart of Winter Park! Built in 2020, this spacious four-bedroom, 2.5-bath residence offers over 2,500 square feet of beautifully designed living space ideal for families of all sizes. The first floor features a bright, open-concept kitchen with sleek finishes, a large island and ample storage, seamlessly flowing into a

    Jon Messeroff PREMIER SOTHEBY'S INTL. REALTY

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

    $715,000 Sold Jun 06, 2025

    • 2,197 Sq Ft
    • $325/SF
    • 71 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2022

    1312 Blue Stem Ln, Winter Park, FL 32792

    Modern Elegance with Stunning Pond & Fountain Views!Welcome to your dream home, where contemporary design meets serene natural beauty. Situated on a premium lot overlooking a picturesque pond and fountain, this stunning residence offers the perfect balance of style and comfort.Step inside to discover an open-concept living space adorned with light wood laminate flooring, designed to complement

    Maggie Walas FORTUNE INTERNATIONAL REALTY

    1312 Blue Stem Ln, Winter Park, FL 32792
  • /2

    $790,000 Sold Jun 05, 2025

    • 2,360 Sq Ft
    • $335/SF
    • 12 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1962

    600 Brechin Dr, Winter Park, FL 32792

    Welcome to one of the most sought after neighborhoods of Kenilworth Shores in Winter Park! Nestled among tree-lined streets where the mail is still delivered right to your door, this beautifully appointed 4-bedroom, 3-bathroom home blends timeless elegance with modern comfort. From the moment you step onto the charming brick walkway, you'll fall in love with the lush, mature landscaping and

    Amy Turner KELLER WILLIAMS WINTER PARK

    600 Brechin Dr, Winter Park, FL 32792

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