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Winter Park, FL Open Houses

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  • /33

    $635,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 1,782 Sq Ft

    428 Selkirk Dr, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Income-Producing Opportunity! Welcome to this versatile Winter Park POOL HOME! At present, this property is split into two separate living quarters with the main house offering 3 bedrooms & 2 bathrooms and the adjoining guest suite offering 1 bedroom & 1 bathroom. Each living quarter has its own kitchen, laundry, climate control & outdoor living

    Sheri Malin REDFIN CORPORATION

    428 Selkirk Dr, Winter Park, FL 32792
  • /44

    $985,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,824 Sq Ft

    512 Clarendon Ave, Winter Park, FL 32789

    Beautifully updated 4BD/3.5BA townhome in highly sought-after Virginia Heights, just steps from Park Ave, Rollins College and zoned for AudubonK-8! This spacious 2,824 SF home features two primary suites—one on each level—ideal for guests or multi-gen living. Gorgeous hardwood liketile floors throughout, high ceilings, crown molding, and two fireplaces add timeless elegance. The chef’s kitchen

    Sarah Tomlinson COMPASS FLORIDA LLC

    512 Clarendon Ave, Winter Park, FL 32789
  • /23

    $259,900 Open House 1/31

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    7707 Country Place Unit 4, Winter Park, FL 32792

    Beautifully updated 2BD/2BA single-story condo in peaceful Goldenrod Villas, Winter Park. Enjoy an insulated, screen-enclosed lanai with its own AC unit, plus a brand-new backyard deck and private patio. Both bedrooms offer ensuite baths with updated vanities and large walk-in closets. NEW luxury vinyl plank flooring throughout. Extended kitchen with added cabinets and bar seating. Laundry room

    Stephanie Sanchez WEICHERT REALTORS HALLMARK PRO

    7707 Country Place Unit 4, Winter Park, FL 32792
  • /29

    $750,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2 Baths
    • 2,505 Sq Ft

    1213 Lindenwood Ln, Winter Park, FL 32792

    Discover the perfect blend of mid-century modern architecture and contemporary living in this beautifully updated 4-bedroom, 2-bath residence offering over 2,500 square feet of thoughtfully designed space. Situated on a spacious lot in a private cul-de-sac, this home features an inviting open floor plan, soaring vaulted ceilings, and abundant natural light that highlights its clean lines and

    Amy Turner KELLER WILLIAMS WINTER PARK

    1213 Lindenwood Ln, Winter Park, FL 32792
  • /28

    $640,000 Open Sat 1AM - 3PM

    • 5 Beds
    • 3 Baths
    • 2,312 Sq Ft

    2920 Abbey Ct, Winter Park, FL 32792

    Completely Renovated and Move-In Ready! A rare found NO HOA Winter Park POOL home with top rated schools.. This 5-bedroom, 3-bath pool home has been renovated from top to bottom—featuring: NEW ROOF 2025, NEW FLOORING, KITCHEN & BATHS (2025), QUARTZ COUNTER TOPS (2025),FRESH INTERIOR & EXTERIOR PAINT (2025) NEW POOL DECK, FILTER (2025) UPGRADED ELECTRICAL PANEL (2025) REPLUMBED (2010) AC (2016)

    Joselyne Muszynski ORLANDO INTERNATIONAL RELOCATION REALTY

    2920 Abbey Ct, Winter Park, FL 32792
  • /18

    $285,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    3220 Netherwood Dr, Winter Park, FL 32792

    Welcome home to this fully renovated 2-bedroom, 1.5-bath residence! This home features a brand-new kitchen, new flooring throughout, and beautifully updated bathrooms. Nestled in a quiet neighborhood, it offers a large backyard—perfect for outdoor entertaining or future expansion. Ideal for a first-time homebuyer or anyone seeking stress-free living. Best of all, NO HOA! Conveniently located near

    Nimrah Ashraf THE FIRM RE

    3220 Netherwood Dr, Winter Park, FL 32792
  • /41

    $1,140,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,557 Sq Ft

    1150 Kenwood Ave, Winter Park, FL 32789

    Nestled in the heart of Winter Park, this exquisite 3-bedroom, 2.5-bath residence offers 2,557 square feet of beautifully designed living space along with a spacious 2-car garage. Situated on a charming, tree-lined brick street just minutes from Park Avenue, the home’s first level includes a welcoming living room, versatile bonus/flex space, dining room with built-ins, a well-appointed kitchen,

    JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

    1150 Kenwood Ave, Winter Park, FL 32789
  • /45

    $1,770,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 3,533 Sq Ft

    617 Worthington Dr, Winter Park, FL 32789

    WINTER PARK FIVE BEDROOM POOL HOME - Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5-bedroom, 4.5-bathroom pool residence showcases absolute perfection and modern elegance. Built in 2018 by David Weekley Homes, the property boasts a captivating stone façade and a private backyard oasis featuring a saltwater, heated pool and spa with water

    Kelly Price KELLY PRICE & COMPANY LLC

    617 Worthington Dr, Winter Park, FL 32789
  • /50

    $1,375,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 4 Baths
    • 3,024 Sq Ft

    2015 Summerfield Rd, Winter Park, FL 32792

    Experience refined Winter Park living in Kenilworth Shores, a highly sought after neighborhood near Baldwin Park, Lake Baldwin trails, and the dining and boutiques of Park Avenue. This location places you close to Rollins College, Winter Park High, and the cultural center of Winter Park FL. Inside, natural light moves through open living spaces finished with wide porcelain tile floors. The

    Christina Fata REAL BROKER, LLC

    2015 Summerfield Rd, Winter Park, FL 32792
  • /30

    $679,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft

    2087 Laurelwood Way, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Set within the serene gated community of Hawks Crest in Winter Park, this beautifully designed single-story home combines modern comfort with resort-style living. Featuring 4 bedrooms, 2 baths, and 1,920 sq. ft. of thoughtfully crafted space, it’s the perfect blend of style and function. Inside, an open-concept layout creates seamless flow between

    Brian Rotenberger COMPASS FLORIDA LLC

    2087 Laurelwood Way, Winter Park, FL 32792
  • /45

    $714,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,928 Sq Ft

    1449 Pelican Bay Trail, Winter Park, FL 32792

    Fantastic, updated Winter Park abode with 4 bedrooms, 2.5 baths, beautiful soaring wood plank ceilings, sparkling salt-filtration pool, and almost 3,000 sq ft is available now. This executive home located in the upscale Pelican Bay neighborhood is sure to please with so many recent updates, an oversized lushly treed lot (.46 acre), a long paver driveway and front walk, and private community

    Steven Ritz KELLER WILLIAMS WINTER PARK

    1449 Pelican Bay Trail, Winter Park, FL 32792
  • /22

    $225,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft

    1913 Woodcrest Dr Unit B, Winter Park, FL 32792

    Winter Park gem! This tastefully updated 2-bedroom, 2-bath corner unit with a spacious patio offers a rare opportunity in a boutique community of only 11 residences, surrounded by million-dollar homes. The unit was repiped in October 2025 and features high-quality enhancements including plantation shutters, built-in closets, a hurricane-rated sliding glass door, smart recessed lighting

    Irina Paul FUTURE HOME REALTY INC

    1913 Woodcrest Dr Unit B, Winter Park, FL 32792
  • /58

    $1,999,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 3,423 Sq Ft

    1540 Palm Ave, Winter Park, FL 32789

    Welcome to this stunning SINGLE STORY five-bedroom home with high ceilings, in one of Winter Park’s most desirable neighborhoods, where charming restorations and luxury new builds create a vibrant community feel. Designed with both beauty and comfort in mind, this open-concept home offers bright, welcoming living spaces and thoughtful upgrades throughout. Completely rebuilt in 2014 and tons of

    John McDade FANNIE HILLMAN & ASSOCIATES

    1540 Palm Ave, Winter Park, FL 32789
  • /53

    $2,575,000 Open Sat 2PM - 4PM

    • 5 Beds
    • 5 Baths
    • 4,026 Sq Ft

    2503 Versailles Ave, Winter Park, FL 32789

    Beautifully updated and offered for the first time, this 2015 David Weekley home sits on a rare cul-de-sac in the heart of Winter Park, zoned for Dommerich Elementary and Winter Park schools. This 5-bedroom, 5-bath home features an office, large bonus room, covered lanai with full summer kitchen, and a backyard putting green. Additional highlights include a 3-car garage, a gated parking pad ideal

    Sarah Tomlinson COMPASS FLORIDA LLC

    2503 Versailles Ave, Winter Park, FL 32789
  • /58

    $2,900,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 7 Baths
    • 5,483 Sq Ft

    1401 Green Cove Rd, Winter Park, FL 32789

    Set across Lake Maitland on a street where every home is an architectural gem, this Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, including a private

    Adriana Oyarce ANCHOR REAL ESTATE

    1401 Green Cove Rd, Winter Park, FL 32789
  • /28

    $778,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,015 Sq Ft

    1317 Medinah Ct, Winter Park, FL 32792

    Fully updated 4 bed/2 bath Winter Park Pines home ready for a new owner! Tucked away at the end of a quiet cul-de-sac, this fully renovated home offers the perfect blend of modern luxury and serene surroundings. The brand new kitchen and bathrooms showcase quartz countertops, elegant gold fixtures, and custom details, complemented by new engineered wood flooring, interior laundry, and new windows

    Zach Mitchell SAND DOLLAR REALTY GROUP INC

    1317 Medinah Ct, Winter Park, FL 32792
  • /53

    $650,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,735 Sq Ft

    513 Cornwall Rd, Winter Park, FL 32792

    Welcome home to a place where hard work has been done and everyday living feels effortless. This beautifully renovated three-bedroom, two-bath home is move-in ready, offering peace of mind and thoughtful, classic updates throughout. It’s ideal for a family ready to settle in and start making memories from day one. Set directly along scenic Cady Way Trail, you’ll love having miles of paved paths

    Chad Isenhart PREMIER SOTHEBY'S INTL. REALTY

    513 Cornwall Rd, Winter Park, FL 32792
  • /45

    $1,157,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,342 Sq Ft

    503 W Canton Ave, Winter Park, FL 32789

    MODEL HOME. Enjoy luxury living and premium sought after location at Vilasa Homes, 2022 construction in Winter Park, FL 32789. Walk to Park Avenue lifestyle, arts and culture, a mini-version of Manhattan’s Central Park, brick streets, historic neighborhoods, area’s hottest restaurants, shopping and the prestigious Rollins College. Modern finishes for this 2-story townhome personally selected by

    Jennifer Sloan COMPASS FLORIDA LLC

    503 W Canton Ave, Winter Park, FL 32789
  • /57

    $3,599,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,676 Sq Ft

    948 Poinciana Ln, Winter Park, FL 32789

    Timeless Elegance Meets Modern Luxury in Winter Park's Most Coveted LocationDiscover an extraordinary residence where exceptional craftsmanship and sophisticated design converge at 948 Poinciana Lane. This meticulously reimagined estate represents the pinnacle of refined living in one of Winter Park's most prestigious neighborhoods, offering an effortless blend of classic architecture and

    Kelly Price KELLY PRICE & COMPANY LLC

    948 Poinciana Ln, Winter Park, FL 32789
  • /49

    $1,249,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,153 Sq Ft

    2922 Reef Knot Place, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Private Lakefront Living! Move-in Ready! Wake up to water views, quiet mornings and the kind of lifestyle that rarely becomes available in the Winter Park/Howell Branch area. Set along the shores of a private ski lake- Lake Florence, this single-level lakefront residence offers a serene retreat within an intimate gated enclave of just 28 homes. A

    Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

    2922 Reef Knot Place, Winter Park, FL 32792
  • /51

    $599,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft

    423 Ololu Dr, Winter Park, FL 32789

    Welcome to this distinctive 3-bedroom, 3-bath, two-story residence in Winter Park, offering a rare and versatile layout ideal for multi-generational living, college roommates or those seeking flexible space. Thoughtfully designed with two separate living areas, this home provides privacy, functionality, and room to grow—all just minutes from major highways and the charm of downtown Winter Park.

    Jill Healey KELLER WILLIAMS WINTER PARK

    423 Ololu Dr, Winter Park, FL 32789
  • /29

    $659,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,252 Sq Ft

    2805 Northwood Blvd, Winter Park, FL 32789

    This lovely updated mid-century modern home is waiting for you to make it your own! The home is located on a large corner lot, boasts three bedrooms two baths, has hand scraped wood laminate floors throughout, with an open spacious living area separated by a small step down that can accommodate your family room or den, the master bedroom en-suite features a modern glass barn door that opens up to

    Daniel Francoforte LIVE OAK EQUITIES

    2805 Northwood Blvd, Winter Park, FL 32789
  • /34

    $1,299,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 1,837 Sq Ft

    244 Osceola Ct, Winter Park, FL 32789

    Set in one of Winter Park’s most sought-after locations, this 1940 home delivers something that’s hard to recreate: walkability, character, and flexibility. Just steps from Downtown Winter Park, iconic Park Avenue, and Rollins College, with private access to Lake Osceola, the location alone sets this property apart. The home offers the charm of a historic build without the restrictions of a

    Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    244 Osceola Ct, Winter Park, FL 32789
  • /7

    $1,390,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 3,253 Sq Ft

    501 Lakeview Ave, Winter Park, FL 32789

    Under Construction. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 1⁄2 baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that easily flexes as a

    Marie Ledbetter COLDWELL BANKER RESIDENTIAL RE

    501 Lakeview Ave, Winter Park, FL 32789
  • /48

    $2,295,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 6.5 Baths
    • 4,506 Sq Ft

    2412 Chantilly Ave, Winter Park, FL 32789

    Step into a world of modern elegance in this newly completed estate in the heart of Winter Park. Masterfully constructed, this five-bedroom residence with six full and one half baths spans over 4,500 square feet of luxurious design and comfort. From the moment you enter the soaring foyer, light pours through expansive windows that frame every angle of the open floor plan, creating a seamless

    Josh Hill THE AGENCY ORLANDO

    2412 Chantilly Ave, Winter Park, FL 32789
  • /48

    $740,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,587 Sq Ft

    1340 Blue Stem Ln, Winter Park, FL 32792

    Welcome to Hawk’s Crest, one of Winter Park’s most desirable gated communities. Set on a larger lot with peaceful pond views, this beautifully maintained two-story home combines comfort, style, and gorgeous upgrades in a light-filled, open floor plan designed for everyday living. A pavered driveway and walkway create an inviting arrival and lead into a bright interior with soaring ceilings and

    Beth Hobart MAINFRAME REAL ESTATE

    1340 Blue Stem Ln, Winter Park, FL 32792
  • /40

    $369,900 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,359 Sq Ft

    1617 Chilean Ln, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Come see this newly renovated home in the Eastbrook neighborhood of Winter Park. Offering 3 bedrooms and 2 full baths it’s the perfect sanctuary for families and entertainers alike. You will enjoy the bright, airy feel of the open floor plan accentuated by the vaulted ceilings that flood the space with natural light. The stylish interior includes

    Brenda Feliciani CHARLES RUTENBERG REALTY ORLANDO

    1617 Chilean Ln, Winter Park, FL 32792
  • /24

    $219,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 808 Sq Ft

    851 Miles Ave Unit 13, Winter Park, FL 32789

    Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor condo in the heart of charming Winter Park, FL 32789! Meticulously updated since 2023, this home blends modern luxury with effortless comfort and is truly move-in ready.As you step inside, you’ll be greeted by elegant porcelain tile flooring throughout—offering both durability and a look that’s easy to

    Eric Campbell LPT REALTY, LLC

    851 Miles Ave Unit 13, Winter Park, FL 32789
  • /47

    $3,449,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 6 Baths
    • 4,143 Sq Ft

    516 Henkel Cir, Winter Park, FL 32789

    This beautiful Mediterranean style home offers a rare opportunity for prime waterfront living on Lake Mizell, part of the highly sought out after Winter Park Chain of Lakes. The property is just a short walk or drive to Park Avenue’s restaurants, boutiques, and local attractions. The main home features three bedrooms and five bathrooms, each bedroom offering its own en suite bathroom. A separate

    Morgan Seefried KELLER WILLIAMS WINTER PARK

    516 Henkel Cir, Winter Park, FL 32789
  • /83

    $695,000 Open Sat 11PM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft

    1127 Wildmeadow Run, Winter Park, FL 32792

    This is not just a listing—it is the rare, fully-curated luxury opportunity you’ve been waiting for inside Winter Park’s security-gated Hawks Crest community. This 4-Bedroom, 2.5-Bathroom Taylor Morrison home, built just 5 years ago, professionally cleaned and has been elevated by a recent $20,000+ DESIGNER transformation, making it superior to any comparable new construction. We've handled every

    Christopher Beverly LPT REALTY, LLC

    1127 Wildmeadow Run, Winter Park, FL 32792
  • /44

    $675,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,046 Sq Ft

    607 Dunblane Dr, Winter Park, FL 32792

    Welcome to this beautifully renovated 4-bedroom, 2.5-bath home in the heart of Winter Park, just minutes from Park Avenue’s top dining and shopping. Thoughtfully updated from top to bottom, this move-in-ready home features a brand-new AC system, luxury vinyl plank flooring throughout, and a stunning chef’s kitchen with quartz waterfall countertops, custom cabinetry, and all-new stainless steel

    Khozaif Merali CHARLES RUTENBERG REALTY ORLANDO

    607 Dunblane Dr, Winter Park, FL 32792
  • /45

    $3,745,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 7 Baths
    • 4,520 Sq Ft

    1751 Glencoe Rd, Winter Park, FL 32789

    Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed Davila Homes masterpiece redefines Winter Park luxury living. Perfectly positioned on an expansive 0.30-acre lot, this residence captures attention from the moment you arrive, with its striking architectural details, a sweeping driveway, and detached garage that together set a tone of timeless sophistication.

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    1751 Glencoe Rd, Winter Park, FL 32789
  • /49

    $1,200,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    1600 Palmer Ave, Winter Park, FL 32789

    Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Park. Offered at $1,200,000, this stunning home seamlessly blends modern luxury with thoughtful design.The heart of this home features a customized chef's kitchen with top-of-the-line Signature Kitchen Suite appliances, including both induction and electric ranges plus natural

    Dee Morgan KELLY PRICE & COMPANY LLC

    1600 Palmer Ave, Winter Park, FL 32789
  • /32

    $1,150,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 3 Baths
    • 1,808 Sq Ft

    1802 Arbor Park Dr, Winter Park, FL 32789

    Welcome home, perfectly positioned in one of Winter Park’s most desirable communities, The Tree Streets—where mature canopies, pride of ownership, and limited inventory make opportunities like this exceptionally rare. Set on an impressive .27-acre lot (one of the largest in the neighborhood), this 4-bedroom, 3-bath residence offers 1,808 square feet of thoughtfully designed living space with room

    Jorge Perez Gonzalez TBRO REALTY LLC

    1802 Arbor Park Dr, Winter Park, FL 32789
  • /87

    $774,900 Open Sat 11AM - 2PM

    • 5 Beds
    • 2.5 Baths
    • 2,646 Sq Ft

    2215 Marsh Sedge Ln, Winter Park, FL 32792

    NEW PRICE – Preserve-View Pool Retreat in a Gated, Family-Friendly Winter Park Community This is the one buyers wait for — and it’s finally here at a new price. Perfectly positioned on a premium preserve lot with no rear neighbors, this beautifully upgraded 2,645 sq ft Winter Park home offers rare privacy, peaceful green views, and your own screened in-ground pool — a combination that almost

    Evelyn Alicea EXP REALTY LLC

    2215 Marsh Sedge Ln, Winter Park, FL 32792
  • /36

    $540,000 Open Sat 12PM - 5PM

    • 4 Beds
    • 3 Baths
    • 2,878 Sq Ft

    3312 Heartwood Ave, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. This home has an upstairs potential income producing one bedroom/bath suite! The suite has its own entrance and a spacious open flow concept with a full kitchen, living room/dining room combined along with a private balcony! The downstairs has three (3) bedrooms on a split floor plan. The spacious master bedroom has a large walk-in closet and

    Stacy Morano MID-STATE PROPERTIES PSL LLC

    3312 Heartwood Ave, Winter Park, FL 32792
  • /7

    $1,390,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 4.5 Baths
    • 3,253 Sq Ft

    525 Lakeview Ave, Winter Park, FL 32789

    Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 1⁄2 baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright

    Marie Ledbetter COLDWELL BANKER RESIDENTIAL RE

    525 Lakeview Ave, Winter Park, FL 32789
  • /44

    $1,195,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,540 Sq Ft

    1673 Mayfield Ave, Winter Park, FL 32789

    In the heart of Winter Park, this extensively renovated modern farmhouse offers exceptional value for the location. A circular drive and inviting front porch welcome you into light-filled living spaces enhanced by all-new energy-efficient windows, custom millwork and designer finishes throughout. The functional layout includes a first-floor guest suite, additional well-appointed bedrooms and

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    1673 Mayfield Ave, Winter Park, FL 32789
  • /31

    $575,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2 Baths
    • 1,854 Sq Ft

    2350 Cady Way, Winter Park, FL 32792

    Welcome to 2350 Cady Way! Ideally located within walking distance to Brookshire Elementary and directly across from Showalter Field, this home offers easy access to the Cady Way Trail, Baldwin Park’s downtown area and dog park, Winter Park AdventHealth Hospital, and the Crosby Wellness Center, and is just a 5 to 10 minute drive to Park Avenue’s shopping, dining, and entertainment. Step inside to

    Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    2350 Cady Way, Winter Park, FL 32792
  • /75

    $3,825,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 7 Baths
    • 4,055 Sq Ft

    1820 Glencoe Rd, Winter Park, FL 32789

    Discover premier Winter Park luxury real estate at 1820 Glencoe Road—a stunning Dutch West Indies–inspired custom home built by FG Schaub Custom Homes. Ideally located minutes from Park Avenue, Rollins College, and downtown Winter Park, this residence offers the perfect blend of coastal architecture and modern Florida luxury living. With 4,055 sqft. of thoughtfully designed space, this Winter

    Laura Earl CORCORAN PREMIER REALTY

    1820 Glencoe Rd, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 2

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$490,000
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$459,500
Median 2 Bedroom Sale Price
$219,500
Median 1 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$370
Number of Homes for Sale
259
Last 12 months Home Sales
1,040
Months of Supply
3.00
Median List Price
$539,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
4%
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