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Recently Sold Homes in 32789

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    $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
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    $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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    $1,587,500 Sold Jul 31, 2025

    • 3,472 Sq Ft
    • $457/SF
    • 318 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1961

    279 Rippling Ln, Winter Park, FL 32789

    Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against a picturesque backdrop, this property offers breathtaking views and direct lake access, complete with a covered boat dock for your aquatic adventures. The residence seamlessly blends modern luxury with timeless elegance, featuring spacious living areas, high-end finishes, and

    John McDade FANNIE HILLMAN & ASSOCIATES

    279 Rippling Ln, Winter Park, FL 32789
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    $362,500 Sold Jul 30, 2025

    • 884 Sq Ft
    • $410/SF
    • 103 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1960

    311 E Morse Blvd Unit 6-7, Winter Park, FL 32789

    Priced to sell!! Motivated Seller. Outstanding structural integrity, no big assessments ahead! Whispering Waters passed its structural integrity inspection and reserves study with flying colors—earning compliments for the quality and care of the buildings. This is a very well-managed community, and the $1,054 monthly HOA covers nearly everything, including electricity! The only exception is cable

    Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 6-7, Winter Park, FL 32789
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    $280,000 Sold Jul 30, 2025

    • 1,074 Sq Ft
    • $261/SF
    • 130 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1964

    700 Melrose Ave Unit A22, Winter Park, FL 32789

    HUGE PRICE CHANGE! Welcome to this beautifully updated second-floor unit, offering a fresh and modern living experience. Featuring brand-new luxury vinyl flooring, new appliances, granite countertops, as well as upgraded fans and light fixtures, this home combines style and comfort. Enjoy breathtaking, floor-to-ceiling pond views from the sunroom, creating the perfect spot to relax and

    Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit A22, Winter Park, FL 32789
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    $480,000 Sold Jul 28, 2025

    • 1,598 Sq Ft
    • $300/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    1545 Indiana Ave Unit B, Winter Park, FL 32789

    Tucked away on a quiet street blocks from the cultural heartbeat of Winter Park is this 3-bedroom, 2.5-bath townhouse-style condo that offers a balance of comfort, convenience, and charm. With nearly 1,600 square feet of thoughtful space, the two-story home lives large, featuring an open-concept main floor with high ceilings, ceramic tile throughout, a spacious kitchen with granite counters and

    Ron Murray MAGIC REALTY LLC

    1545 Indiana Ave Unit B, Winter Park, FL 32789
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    $599,000 Sold Jul 25, 2025

    • 2,266 Sq Ft
    • $264/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1935

    490 Shoreview Ave, Winter Park, FL 32789

    Step into timeless elegance with this beautiful 2-story, 3-bed, 2-bath historic home located in one of Winter Park’s most coveted neighborhoods. Built in 1935, this classic residence boasts stunning architectural details throughout—including solid wood floors, 10-inch baseboards, two cozy wood-burning fireplaces, and ornate trim surrounding the windows and doors. The generous living room opens

    Justin Harvey FLORIDA HOME TEAM REALTY LLC

    490 Shoreview Ave, Winter Park, FL 32789
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    $275,000 Sold Jul 25, 2025

    • 894 Sq Ft
    • $308/SF
    • 54 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1957

    849 Driver Ave, Winter Park, FL 32789

    Great Opportunity in Prime Location! Price adjustment below appraised value.Located just off the Fairbanks Avenue exit from I-4, this charming 2-bedroom, 1-bath fixer-upper sits on a generous 7,000 sq ft lot in a quiet, convenient neighborhood. With original hardwood floors in the living area and bedrooms, this home is full of character and ready for your personal touch. The

    Thor Falk CASTLE & COTTAGE REALTY LLC

    849 Driver Ave, Winter Park, FL 32789
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    $3,450,000 Sold Jul 25, 2025

    • 4,812 Sq Ft
    • $717/SF
    • 61 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2025

    182 N Phelps Ave, Winter Park, FL 32789

    Welcome to a stunning new home positioned near Windsong and the AdventHealth Hospital. This extraordinary property boasts 4,812 square feet under AC. The stately manner is thoughtfully designed with four commodious bedrooms and five full-size bathrooms. Additionally, it features an expansive three-car garage complemented by an impressively constructed circular paver driveway. The first floor

    Marcio Tannus LA ROSA REALTY HORIZONS LLC

    182 N Phelps Ave, Winter Park, FL 32789
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    $330,000 Sold Jul 23, 2025

    • 1,074 Sq Ft
    • $307/SF
    • 303 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1964

    700 Melrose Ave J 1 Ave Unit J1, Winter Park, FL 32789

    PRICE IMPROVEMENT – Best buy in Winter Park..........Motivated Sellers! CLICK ON VIRTUAL TOUR to get an overview of the complex.Step into this beautifully updated 2-bedroom, 2-bath condo located in the highly desirable Winter Park Gardens community. This move-in-ready unit has been thoughtfully upgraded with modern features, including brand-new plumbing, a tankless water heater,

    Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave J 1 Ave Unit J1, Winter Park, FL 32789
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    $439,900 Sold Jul 22, 2025

    • 1,576 Sq Ft
    • $279/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1958

    1945 Bering Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. ***BUY THIS HOME WITH AN FHA INTEREST RATE OF 5.375% WHEN USING THE SELLER'S PREFERRED LENDER*** You will fall in love with this mid-century Winter Park home across from Lake Bell in charming Lake Bell Terrace. This home offers 3 Bedrooms, 1 spa-like bathroom, and an en-suite half bath, a family room, living room, dining room, and a laundry room.

    Carmen Gonzalez, Pa HORIZON WEST REALTY

    1945 Bering Ave, Winter Park, FL 32789
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    $995,000 Sold Jul 22, 2025

    • 2,188 Sq Ft
    • $455/SF
    • 25 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2017

    1821 Windsor Dr, Winter Park, FL 32789

    WELCOME to 1821 WINDSOR DR in WINTER PARK, FLORIDA! This is a ONCE IN A LIFETIME OPPORTUNITY to own this BEAUTIFUL CUSTOM-BUILT MASTERPIECE of a HOME in ONE OF THE MOST DESIRED LOCATIONS in TOWN! When you buy this Home, you aren’t just purchasing a NEWLY BUILT CUSTOM HOME FULL OF LUXURIOUS UPGRADES and ARCHITECTURAL FEATURES; you are also buying into the LIFESTYLE that others DREAM OF LIVING in

    Chris Creegan CREEGAN GROUP

    1821 Windsor Dr, Winter Park, FL 32789
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    $2,495,000 Sold Jul 22, 2025

    • 3,551 Sq Ft
    • $703/SF
    • 47 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1995

    940 Lincoln Cir, Winter Park, FL 32789

    Now offered at $2,495,000—an outstanding value for a thoughtfully designed pool home on a spacious lot in Winter Park’s most sought after neighborhoods. Located in the heart of the “Golden Triangle”—the core residential district just a short walk from Park Avenue’s world-class shopping and dining—940 Lincoln Circle is a beautifully renovated West Indies/Key West-style home that blends

    Padgett McCormick KELLY PRICE & COMPANY LLC

    940 Lincoln Cir, Winter Park, FL 32789
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    $705,000 Sold Jul 21, 2025

    • 1,408 Sq Ft
    • $501/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    1730 Oneco Ave, Winter Park, FL 32789

    Vintage house with close proximity to Park Avenue surronded by newely constructed homes on a scenic brick street. A creative designer would find this vintage house a great project with a newly constructed roof to save the time. This winter park corner lot is highly sought after for its location and its potential.

    John Tremblay THE TEAM REAL ESTATE GROUP INC

    1730 Oneco Ave, Winter Park, FL 32789
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    $2,495,000 Sold Jul 21, 2025

    • 3,967 Sq Ft
    • $629/SF
    • 56 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2020

    1690 Palm Ave, Winter Park, FL 32789

    This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just minutes from downtown Winter Park's shopping, entertainment & dining on Park Avenue. Floor plan is ideal w/ 2 bedroom suites downstairs plus office/flex space. Meticulously constructed by Austin Homes, modern & traditional elements blend together w/ its open layout & clean lines. Main floor features

    Daniel Robinson HOUWZER INC

    1690 Palm Ave, Winter Park, FL 32789
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    $2,910,000 Sold Jul 21, 2025

    • 5,097 Sq Ft
    • $571/SF
    • 82 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 2001

    1911 Stonehurst Rd, Winter Park, FL 32789

    Set on a sprawling half-acre, surrounded by meticulously manicured landscaping, this custom-built traditional estate exemplifies refined luxury, modern convenience, and an unparalleled lifestyle.The red brick facade, covered porches with glass doors, and gated side porte-cochere set a timeless tone, while two-story fluted columns add stately elegance. Inside, classic architectural details

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1911 Stonehurst Rd, Winter Park, FL 32789
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    $900,000 Sold Jul 18, 2025

    • 2,286 Sq Ft
    • $394/SF
    • 63 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1971

    100 S Interlachen Ave Unit 304, Winter Park, FL 32789

    Indulge in serene lakefront living from the comfort of two private balconies, each offering views of both the pool and the lake. This expansive, combined residence boasts the most generous square footage of any single unit within The Cloisters. Thoughtfully connected by an interior passthrough, it presents an ideal layout for elegant multi-generational living.Each wing of the home features

    Greg Vazzana FANNIE HILLMAN & ASSOCIATES

    100 S Interlachen Ave Unit 304, Winter Park, FL 32789
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    $755,000 Sold Jul 18, 2025

    • Land
    • 0.55 Acre
    • $1,372,727 per Acre
    • 241 Days On Market

    1000 Howell Branch Rd, Winter Park, FL 32789

    Welcome home to 1000 Howell Branch Road, a canal front private oasis. This recently cleared lot is located on an oversized half acre+ lot with a recently dredged fresh water canal frontage, with easy access to Lake Maitland/Winter Park Chain of lakes. Hurry, it’s currently the only vacant lot available on the Chain of lakes. The private backyard is backed up to more than 2 acres of conservation

    Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

    1000 Howell Branch Rd, Winter Park, FL 32789
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    $916,000 Sold Jul 17, 2025

    • 1,981 Sq Ft
    • $462/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1960

    609 Langholm Dr, Winter Park, FL 32789

    Nestled in the heart of Winter Park in one of the area’s most sought-after neighborhoods, this professionally designed and fully renovated 3-bedroom, 2.5-bathroom home offers luxurious living with timeless modern style.Step inside to an open-concept layout featuring a gourmet kitchen outfitted with custom cabinetry, stunning quartz countertops, GE Cafe appliances, a Thermador drawer-style

    Jason Shore JMO REAL ESTATE GROUP

    609 Langholm Dr, Winter Park, FL 32789
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    $1,335,000 Sold Jul 15, 2025

    • 3,046 Sq Ft
    • $438/SF
    • 75 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2025

    1077 Minnesota Ave, Winter Park, FL 32789

    Under Construction. New Construction in the Heart of Winter Park by Nautilus Homes - Introducing an exceptional opportunity to own a brand-new luxury residence by award-winning builder Nautilus Homes, ideally situated between Orlando Avenue and Orange Avenue—just moments from Winter Park’s renowned shops, dining, and cultural attractions.This thoughtfully designed 4-bedroom, 4-bath estate

    Jake Johnson SHORES REAL ESTATE

    1077 Minnesota Ave, Winter Park, FL 32789
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    $1,400,000 Sold Jul 15, 2025

    • 2,637 Sq Ft
    • $531/SF
    • 91 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1960

    1750 Winchester Dr, Winter Park, FL 32789

    Welcome to this masterfully renovated Winter Park residence, where modern luxury meets timeless comfort in coveted Timberlane Shores. The heart of this home is a chef's dream kitchen, featuring a professional WOLF range, custom two-tone cabinetry in rich wood and sophisticated navy blue, and premium stone countertops that extend to a generous entertainment island. Gleaming terrazzo floors flow

    Michael Ford FANNIE HILLMAN & ASSOCIATES

    1750 Winchester Dr, Winter Park, FL 32789
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    $1,050,000 Sold Jul 14, 2025

    • 2,374 Sq Ft
    • $442/SF
    • 23 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2017

    795 W Canton Ave, Winter Park, FL 32789

    Welcome to your dream home in the heart of beautiful Winter Park, Florida! Just a short stroll to iconic Park Avenue and Winter Park Village, this stunning modern Craftsman by David Weekley Homes perfectly blends luxury, comfort, and convenience.The thoughtfully designed floor plan features a downstairs primary suite, rich hardwood flooring, and sliding barn doors opening to a versatile

    Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES

    795 W Canton Ave, Winter Park, FL 32789
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    $2,435,000 Sold Jul 14, 2025

    • 3,852 Sq Ft
    • $632/SF
    • 31 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2019

    1795 Greenwich Ave, Winter Park, FL 32789

    Welcome to a one-of-a-kind, custom-designed residence offering the perfect blend of modern sophistication, thoughtful functionality, and resort-style amenities. Designed by Origins Residential Design and meticulously constructed by Native Homes, this 5-bedroom, 5.5-bathroom showplace is located in one of Winter Park’s most sought-after neighborhoods—just minutes from Park Avenue, Baldwin Park,

    Jennifer Sloan KELLY PRICE & COMPANY LLC

    1795 Greenwich Ave, Winter Park, FL 32789
  • /2

    $1,942,000 Sold Jul 14, 2025

    • 3,907 Sq Ft
    • $497/SF
    • 50 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1961

    1394 Stewart St, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Five-bedroom, 3900+ sq ft pool home with 3 car garage on a large corner lot in the sought -after Park Grove neighborhood near Lake Maitland and Park Avenue. Great Room consists of a Family Room area with a wood-burning fireplace and tray ceilings and a Sun Room area with bay windows and french doors overlooking the pool deck. Kitchen

    Richard Vaughn REALTY ONE GROUP INSPIRATION

    1394 Stewart St, Winter Park, FL 32789
  • /2

    $5,400,000 Sold Jul 14, 2025

    • 4,725 Sq Ft
    • $1,143/SF
    • 152 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2008

    541 Virginia Dr, Winter Park, FL 32789

    *Price Improvement* The sellers received an unexpected opportunity and are relocating out of state, so the house is priced to sell quickly. Walk in with instant equity in this once in a lifetime lake home.Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigious Timberlane Shores neighborhood, this exquisite custom-built residence by Farina & Sons offers

    Keith Moore HOMEVEST REALTY

    541 Virginia Dr, Winter Park, FL 32789
  • /2

    $385,000 Sold Jul 12, 2025

    • 1,000 Sq Ft
    • $385/SF
    • 355 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    151 N Orlando Ave Unit 131, Winter Park, FL 32789

    FULL LAKE FRONT VIEW, ONE OUT OF 6 UNITS WITH BEST VIEW IN LAKE KILLARNEY CONDO! Amazing location in Winter Park! Full LAKEFRONT view, fully renovated end unit condo on spring fed, navigable, & private Lake Killarney. Sunset views every evening from your living, kitchen, dining, and master bedroom! . Lakefront pool and private boat dock with ~14 slips (see management for availability).

    Adriana Montes MBA ? FLORIDA DREAMS REALTY GRP INC

    151 N Orlando Ave Unit 131, Winter Park, FL 32789
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    $420,000 Sold Jul 11, 2025

    • 1,140 Sq Ft
    • $368/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1961

    2809 Sanbina St, Winter Park, FL 32789

    Beautifully Updated 3 Bedroom, 2 Bath Pool Home in Desirable Winter Park! Welcome to your dream home! This spacious one story gem features 3 bedrooms, 2 full baths, and a private POOL, perfect for enjoying Florida living year round. Step inside to find brand NEW LUXURY VINYL PLANK flooring and FRESH INTERIOR PAINT throughout, giving the home a modern and move-in ready feel. The open layout offers

    Harry Kazarian STRONG FOUNDATION REALTY LLC

    2809 Sanbina St, Winter Park, FL 32789
  • /2

    $675,000 Sold Jul 10, 2025

    • 1,275 Sq Ft
    • $529/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 1960

    1511 Chestnut Ave, Winter Park, FL 32789

    Attention builders and investors! Here’s your chance to own a prime property in the coveted Tree Streets of Winter Park, one of Central Florida’s most desirable neighborhoods. Whether you’re looking for immediate rental income or planning to build your dream home in the future, this opportunity is not to be missed!Tucked away just minutes from Phelps Park, the Winter Park YMCA, Lake

    Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    1511 Chestnut Ave, Winter Park, FL 32789
  • /2

    $1,115,000 Sold Jul 10, 2025

    • 3,096 Sq Ft
    • $360/SF
    • 50 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1968

    309 Park Ct N, Winter Park, FL 32789

    Endless Potential in the Heart of Park North!Just steps from the charm and energy of Winter Park’s Park Avenue—where boutique cafes, fine dining, art galleries, museums, Central Park, and the Winter Park 9 Golf Course await—this rare Park North gem offers the ultimate opportunity to create your dream home.Nestled at the end of a peaceful cul-de-sac, this expansive .38-acre lot (16,534 SF)

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    309 Park Ct N, Winter Park, FL 32789
  • /2

    $1,175,000 Sold Jul 08, 2025

    • 1,867 Sq Ft
    • $629/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1925

    835 Antonette Ave, Winter Park, FL 32789

    Charming 1925 Craftsman with Spanish-Style Guest Apartment in Winter Park's College Quarter.Nestled in the heart of the historic College Quarter, this beautifully preserved 1925 Craftsman home offers timeless character, modern livability, and a rare bonus: a separate Spanish/Moorish-style garage apartment with its own unique architectural flair.The main house features 3 bedrooms, 2

    Alexis Davis FANNIE HILLMAN & ASSOCIATES

    835 Antonette Ave, Winter Park, FL 32789
  • /2

    $1,825,000 Sold Jul 08, 2025

    • 3,830 Sq Ft
    • $477/SF
    • 10 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2007

    1665 Temple Dr, Winter Park, FL 32789

    A rare gem in the heart of the Vias – Nestled in one of Winter Park’s most sought-after neighborhoods, this beautifully designed home is the epitome of comfort, luxury, and convenience. Located just minutes from Park Avenue, top-rated schools, and the best dining and shopping in Central Florida, this property offers an unbeatable lifestyle in a truly prime location.Inside, the home

    Brandon Geers COMPASS FLORIDA LLC

    1665 Temple Dr, Winter Park, FL 32789
  • /2

    $519,180 Sold Jul 08, 2025

    • 2,205 Sq Ft
    • $235/SF
    • 201 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1965

    2518 Sweetwater Trail, Winter Park, FL 32789

    Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    2518 Sweetwater Trail, Winter Park, FL 32789
  • /2

    $965,000 Sold Jul 07, 2025

    • 2,245 Sq Ft
    • $430/SF
    • 11 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    1760 Mondrian Cir, Winter Park, FL 32789

    Don’t miss out on the final new construction unit available - act fast! Discover unparalleled luxury at Mondrian Winter Park, where contemporary design meets the tranquil beauty of Lake Killarney. We are excited to share that this is the LAST corner unit of a highly coveted floor plan in our exclusive community of just 30 modern townhomes along the serene shoreline. Each residence features

    Brian Teach COLDWELL BANKER RESIDENTIAL RE

    1760 Mondrian Cir, Winter Park, FL 32789
  • /2

    $2,100,000 Sold Jul 07, 2025

    • 3,182 Sq Ft
    • $660/SF
    • 36 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1926

    104 Cortland Ave, Winter Park, FL 32789

    Commanding an elevated position with tranquil views of Lake Mizell, this quintessential 1926 estate artfully fuses period elegance with refined, modern enhancements. Moments from the boutiques and restaurants of Park Avenue, the residence welcomes with a paver circular drive and a private, gated side entry leading to a detached two-car garage. A brick-clad front porch and mature landscaping frame

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

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

    $1,050,000 Sold Jul 07, 2025

    • 3,377 Sq Ft
    • $311/SF
    • 9 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1964

    2923 Cove Trail, Winter Park, FL 32789

    A RARE Winter Park Estate Blending TIMELESS CRAFTSMANSHIP with MODERN FLEXIBILITY & RESORT-STYLE Living comes to market for the FIRST TIME. 2923 Cove Trail is nestled between the best of Winter Park & Maitland. Masterly created by the renowned Charlie Clayton it blends unmatched craftsmanship with modern design & flexibility craved by you, today’s discerning buyer. REIMAGINED in 2011 this

    Robin Delaney KELLER WILLIAMS ADVANTAGE III

    2923 Cove Trail, Winter Park, FL 32789
  • /2

    $705,000 Sold Jul 03, 2025

    • 2,245 Sq Ft
    • $314/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    1840 Laurel Rd, Winter Park, FL 32789

    Unlock the potential of this charming 3-bedroom, 2-bathroom home—ideal for renovation or building your custom dream residence. Nestled among a mix of beautifully preserved historic homes and stunning new construction, this property is located in one of Central Florida’s most sought-after neighborhoods.The home features classic terracotta tile flooring, two cozy wood-burning fireplaces—one

    Julie Glass KEYSEEKERS REAL ESTATE

    1840 Laurel Rd, Winter Park, FL 32789
  • /2

    $750,000 Sold Jul 03, 2025

    • 960 Sq Ft
    • $781/SF
    • 263 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1941

    731 Midget Dr, Winter Park, FL 32789

    SPECTACULAR WINTER PARK OPPORTUNITY! This oversized corner lot in Fairbanks Park overlooking Lake Midget and Lake Midget Park is a rare opportunity to build your dream home in Winter Park. The 2-bedroom/1-bath home, original owners since 1941, is available for renovation or new construction. Serene views of Lake Midget from the front porch, that can’t be beat. New restaurant and retail space is

    Laura Heidrich COLDWELL BANKER RESIDENTIAL RE

    731 Midget Dr, Winter Park, FL 32789
  • /2

    $2,440,000 Sold Jul 01, 2025

    • 3,770 Sq Ft
    • $647/SF
    • 41 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2016

    1700 Palm Ave, Winter Park, FL 32789

    One lucky Buyer's gain is this Seller's bittersweet goodbye. A job relocation has these homeowners leaving behind a home they absolutely love, and now, you can make 1700 Palm Ave. yours! Modern sophistication and everyday functionality come together seamlessly in this exceptional Winter Park residence.With 3,770 square feet of thoughtfully designed living space, this 4-bedroom, 4.1-bath home

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1700 Palm Ave, Winter Park, FL 32789
  • /2

    $425,000 Sold Jul 01, 2025

    • 1,032 Sq Ft
    • $412/SF
    • 112 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1950

    1550 Indiana Ave, Winter Park, FL 32789

    Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida!• Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. •

    Ayrys Torres TALENT REALTY SOLUTIONS

    1550 Indiana Ave, Winter Park, FL 32789
  • /2

    $805,000 Sold Jul 01, 2025

    • 1,813 Sq Ft
    • $444/SF
    • 143 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1958

    1795 Walker Ave, Winter Park, FL 32789

    *** IN-LAW SUITE *** The highlight of this 95% NEW CONSTRUCTION home is the IN-LAW SUITE, perfectly positioned at the rear with a PRIVATE ENTRANCE, two bedrooms, and a full bathroom. Whether used for family, guests, or as an income-producing rental, this suite offers flexibility and added value. The in-law suite is connected to the main residence via artificial grass breezeway. This meticulously

    Tiffany Pantozzi ALIGN REAL ESTATE LLC

    1795 Walker Ave, Winter Park, FL 32789

Showing Results 41 - 80, Page 2 of 13

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