89

Winter Park, FL Houses for Sale with Private Pool

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  • /100

    $8,799,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,564 Sq Ft

    2661 Vía Tuscany, Winter Park, FL 32789

    CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern HomeA groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional windows. Designed to exceed Florida’s strictest building codes, this home follows commercial-grade

    Agent Photo

    Prescilla Vazquez

    PV LUXURY GROUP PA

    (321) 478-2671

    2661 Vía Tuscany, Winter Park, FL 32789
  • /77

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

    • 5 Beds
    • 5.5 Baths
    • 3,852 Sq Ft

    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
  • /77

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 3,307 Sq Ft

    2614 Parkland Dr, Winter Park, FL 32789

    Welcome to 2614 Parkland Drive—an exquisite, fully renovated luxury residence nestled in the heart of Winter Park, Florida, one of the most coveted locations in all of Central Florida. Zoned for the highly desired Audubon Park K-8 and Winter Park High School, this home combines timeless design with unmatched functionality and elegance. Completely remodeled in 2022, every inch of this home

    Ryan Gaston JW GASTON LLC

    2614 Parkland Dr, Winter Park, FL 32789
  • /35

    $2,650,000

    • 4 Beds
    • 4.5 Baths
    • 3,770 Sq Ft

    1700 Palm Ave, Winter Park, FL 32789

    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 offers a fantastic floorplan featuring a first-floor primary suite, private office, and a striking two-story great room filled with soft natural light from its South-facing

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1700 Palm Ave, Winter Park, FL 32789
  • /49

    $3,195,000

    • 4 Beds
    • 3 Baths
    • 2,663 Sq Ft

    1020 Mayfield Ave, Winter Park, FL 32789

    Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single-story residence, customized and remodeled by Phil Kean Design Group. Open and spacious, 2,600 + SF interior layout which boasts 4 bedrooms, 3 full baths, a home office, living/dining spaces, a chef’s kitchen, and more. Throughout the home are beautiful hardwood floors, beam and coffered ceilings, plantation shutters, French

    Kelly Price KELLY PRICE & COMPANY LLC

    1020 Mayfield Ave, Winter Park, FL 32789
  • /100

    $3,295,000

    • 5 Beds
    • 5.5 Baths
    • 3,974 Sq Ft

    532 Worthington Dr, Winter Park, FL 32789

    Nestled in peaceful Winter Park, your new contemporary home boasts expansive open living areas featuring 12-foot ceilings, five en-suite bedrooms, and outdoor living spaces spanning two levels.The semi-circular driveway and landscaped courtyard lead you to the front entry, adorned with frosted-glass double doors. Inside, the sweeping view of the spacious open living,

    Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

    532 Worthington Dr, Winter Park, FL 32789
  • /85

    $1,690,000

    • 5 Beds
    • 4.5 Baths
    • 5,329 Sq Ft

    8041 Lake Waunatta Dr, Winter Park, FL 32792

    Modern Lakefront Dream home NOW AVAILABLE! Nestled in the peaceful Lake Waunatta Woods neighborhood, this stunning renovated lakefront estate seamlessly blends modern style with effortless luxury. With over 5,300 square feet, five spacious bedrooms, and breathtaking panoramic views of Lake Waunatta from nearly every room, this one-of-a-kind property offers the ultimate waterfront lifestyle.

    Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

    8041 Lake Waunatta Dr, Winter Park, FL 32792
  • /37

    $1,400,000

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

    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

    Sue Grafton FANNIE HILLMAN & ASSOCIATES

    1370 Alberta Dr, Winter Park, FL 32789
  • /58

    $1,495,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,841 Sq Ft

    1701 Palmer Ave, Winter Park, FL 32789

    Charming Winter Park Pool Home – A Rare Opportunity! Nestled in the heart of Winter Park’s highly sought after 32789 zip code, this 4-bedroom, 3-bathroom pool home offers timeless charm, abundant space, and unlimited potential! Set on an expansive corner lot, this residence is just steps from Phelps Park, surrounded by tree-lined streets, and minutes from Winter Park’s vibrant retail and dining

    Jackie Swisher TRUST EQUITY GROUP LLC

    1701 Palmer Ave, Winter Park, FL 32789
  • /65

    $1,475,000

    • 4 Beds
    • 3.5 Baths
    • 3,014 Sq Ft

    1600 Barcelona Way, Winter Park, FL 32789

    Step into the charm of old Florida with this stunning historic home in the heart of Winter Park's exclusive Sevilla neighborhood. Built in 1973 by Charles Clayton, this beautifully preserved residence seamlessly blends timeless elegance with modern comforts. Featuring original hardwood floors, intricate crown molding, and a cozy wood-burning fireplace, every detail reflects meticulous

    Laura Ascenso LPT REALTY, LLC

    1600 Barcelona Way, Winter Park, FL 32789
  • /39

    $1,299,000

    • 5 Beds
    • 4.5 Baths
    • 4,435 Sq Ft

    7440 Aloma Ave, Winter Park, FL 32792

    Discover the ideal space to grow and elevate your business with this prime C1-zoned property, perfectly situated on a bustling main street with high foot traffic and endless possibilities! This versatile LIVE/WORK property is perfect for an owner/operator seeking a seamless integration of business and personal life. Located in the vibrant Winter Park area of Orlando, your business will benefit

    DeShawn Robinson MARZUCCO REAL ESTATE

    7440 Aloma Ave, Winter Park, FL 32792
  • /38

    $1,295,000

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

    632 Country Club Dr, Winter Park, FL 32789

    Experience lakeside living in Winter Park, FL with this custom LAKEFRONT PROPERTY on the shores of Lake Killarney, a 234 acre PRIVATE LAKE. There are a limited number of lakefront properties within the City, especially on skiable lakes, so this home presents a unique opportunity. Boasting an EXPANSIVE DOCK, one that’s grander than current building standards allow (but is grandfathered in), this

    Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

    632 Country Club Dr, Winter Park, FL 32789
  • /31

    $1,550,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,838 Sq Ft

    2408 Lafayette Ave, Winter Park, FL 32789

    This brand new custom home is nestled in an up-and-coming neighborhood in Winter Park. This stunning home redefines modern living. Designed with an open floor plan, it seamlessly blends spaces to create a harmonious flow, perfect for both entertaining and everyday life. The abundance of windows bathes the interiors in natural light, creating a bright and airy ambiance. The office/study is set

    Matthew Burks CORCORAN PREMIER REALTY

    2408 Lafayette Ave, Winter Park, FL 32789
  • /4

    $1,675,000 New Construction

    • 4 Beds
    • 5 Baths
    • 2,812 Sq Ft

    607 Ellen Dr, Winter Park, FL 32789

    Under Construction. Brand new home from award winning builder Lazarus Winter Park. This home is located in the new highly desirable community of Lake Killarney Shores with Lake Killarney access via private community ramp! Walking Distance to shopping and great restaurants. This home features 4 bedrooms plus an office. First floor master suite looks out onto beautiful pool with huge lanai with

    Doug Addeo COMMUNITY REALTY ASSOCIATES

    607 Ellen Dr, Winter Park, FL 32789
  • /4

    $1,599,900 New Construction

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

    1417 Miller Ave, Winter Park, FL 32789

    Under Construction. New construction, single family home from FG Schaub Custom Homes, featuring five bedrooms and four bathrooms with custom curated finishes within a 3312sqft., open floor plan. Approaching the home, you'll notice the gorgeous Transitional design and spacious front porch with tongue and groove ceilings. Upon entering, you will be treated to extensive natural light, hardwood

    Laura Harris CORCORAN PREMIER REALTY

    1417 Miller Ave, Winter Park, FL 32789
  • /40

    $1,258,700

    • 3 Beds
    • 3 Baths
    • 2,460 Sq Ft

    1901 Lake Sue Dr, Orlando, FL 32803

    Chic and tastefully designed, this exceptional 3-bedroom, 3 bath, home has everything that an indoor/outdoor Florida lifestyle home has. An Open floor plan with lots of natural light flowing throughout, a modern kitchen with marble counter tops, stainless-steel appliances and a Breakfast Bar. Through the home, there is an inviting atmosphere that flows effortlessly throughout, and glass doors

    Pamela Stewart REALCOM REAL ESTATE SERVICES INC

    1901 Lake Sue Dr, Orlando, FL 32803
  • /47

    $1,525,000

    • 3 Beds
    • 2.5 Baths
    • 2,960 Sq Ft

    3308 Middlesex Rd, Orlando, FL 32803

    This breathtaking Spanish-style home, winner of First Place for Design by the American Society of Interior Designers in 2020, is a true masterpiece. Designed by HGTV Designer of the Year John McClain, it blends modern luxury with timeless charm.The magazine-worthy kitchen—featured on Southern Living’s website—boasting Sherwin William's 2021 color of the year, the custom Urbane Bronze

    Julie Bettosini STOCKWORTH REALTY GROUP

    3308 Middlesex Rd, Orlando, FL 32803
  • /40

    $780,000

    • 5 Beds
    • 3.5 Baths
    • 3,152 Sq Ft

    5275 Pine Lily Cir, Winter Park, FL 32792

    Welcome to your private retreat, tucked away on a quiet cul-de-sac with direct pond views. This beautifully upgraded 5-bedroom, 3.5-bathroom home offers the ideal balance of comfort, style, and functionality. Enjoy your own backyard oasis featuring a heated in-ground pool and spa, all within a spacious screened-in patio—perfect for relaxing or entertaining year-round. Inside, the kitchen is a

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    5275 Pine Lily Cir, Winter Park, FL 32792
  • /32

    $749,000

    • 5 Beds
    • 2 Baths
    • 2,532 Sq Ft

    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
  • /42

    $3,850,000

    • 5 Beds
    • 6 Baths
    • 4,565 Sq Ft

    2171 Forrest Rd, Winter Park, FL 32789

    On one of Winter Park’s most scenic brick-lined streets, this exceptional two-story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. Built in 2016 by the highly regarded Rex-Tibbs Development & Construction, the home showcases quality craftsmanship throughout, from its striking curb appeal to its impeccably appointed interiors. A

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    2171 Forrest Rd, Winter Park, FL 32789
  • /39

    $525,000

    • 3 Beds
    • 2 Baths
    • 2,408 Sq Ft

    3306 Fishermans Cove, Winter Park, FL 32792

    Beautiful home is the sought-after community of Pelican Bay in Winter Park. Pelican Bay only has 48 homes in the community and has a small HOA of $500 a year. This 3- bedroom, 2-bathroom pool home is full of charm, warmth, and love, and ready to move-in. Located on a corner lot as you enter the community. Extra parking pad to the left of the garage. As you walk up the pathway to the front

    Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

    3306 Fishermans Cove, Winter Park, FL 32792
  • /54

    $569,999 Open Sat 11AM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,706 Sq Ft

    7730 Broken Arrow Trail, Winter Park, FL 32792

    Welcome to this inviting 3-bedroom, 2-bathroom home, perfectly situated on a spacious lot that offers peace, privacy, and room to breathe. From the moment you arrive, you'll be drawn in by the extended driveway and lush, serene surroundings—ideal for anyone seeking a quiet retreat without sacrificing convenience. Step inside and experience the seamless flow of this thoughtfully designed home,

    Waseem Saedi LA ROSA REALTY PREMIER LLC

    7730 Broken Arrow Trail, Winter Park, FL 32792
  • /33

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,727 Sq Ft

    2855 Lion Heart Rd, Winter Park, FL 32792

    Welcome to 2855 Lion Heart Dr, Winter Park — a beautifully remodeled home that seamlessly combines modern comfort with an unbeatable location. This move-in ready residence features a brand-new kitchen with smart stainless steel appliances, completely updated bathrooms, new luxury flooring throughout, and an open-concept layout perfect for entertaining. Major upgrades include a new roof (2025) and

    Kevin Henao MY REALTY GROUP, LLC.

    2855 Lion Heart Rd, Winter Park, FL 32792
  • /46

    $569,900

    • 3 Beds
    • 2 Baths
    • 1,906 Sq Ft

    7584 Lodge Pole Trail, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Beautiful remodeled home. Luxury vinyl plank flooring throughout the entire home with tile in the bathrooms. Spacious living area with open concept floorplan. Upgraded kitchen with stainless steel appliances, granite counters, large kitchen island/bar, and closet pantry. Bathrooms both updated. Primary bathroom has large walk-in shower with dual

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    7584 Lodge Pole Trail, Winter Park, FL 32792
  • /24

    $565,500

    • 4 Beds
    • 2 Baths
    • 2,126 Sq Ft

    3131 Lowndes Dr, Winter Park, FL 32792

    Paradise Found: Stunning 4-Bedroom Poolside Retreat in Winter ParkPrepare to be captivated from the moment you step into this beautiful 4-bedroom, fully renovated masterpiece. A seamless open floorplan welcomes you, effortlessly blending the entryway into a sun-kissed living and dining area that gazes out onto your private, screen-enclosed pool—a shimmering oasis framed by lush privacy hedges and

    Rene' Fossey A +ROI PROPERTY

    3131 Lowndes Dr, Winter Park, FL 32792
  • /36

    $479,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,035 Sq Ft

    1532 Lawndale Cir, Winter Park, FL 32792

    Welcome to Your Florida Oasis in Winter Park!This beautifully maintained 4-bedroom, 3-bathroom home offers 2,035 sq. ft. of comfortable living space, perfect for families or anyone who loves to entertain. Featuring a newer roof (2021) and updated windows with stunning custom shutters, this home combines timeless charm with modern convenience.The kitchen is a chef’s dream, boasting

    David Coker KELLER WILLIAMS WINTER PARK

    1532 Lawndale Cir, Winter Park, FL 32792
  • /59

    $2,199,000

    • 5 Beds
    • 5 Baths
    • 3,907 Sq Ft

    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
  • /54

    $478,000

    • 3 Beds
    • 2 Baths
    • 1,919 Sq Ft

    7320 Fieldcrest Ave, Winter Park, FL 32792

    Welcome to your dream home in a quiet neighborhood as you relax by the private pool. Leave all the worry behind! Be the happy owner to enjoy as all the recent improvements, upgrades which are COMPLETELY DONE IN 2024! This beautiful block home features 3 bedrooms 2 baths, Brand New Roof, 3.5 Tons HVAC, Plumbing, Electric Panel, Water Heater, Designer Kitchen with Double Sided Cabinets Island,

    Winnie Mai COLDWELL BANKER REALTY

    7320 Fieldcrest Ave, Winter Park, FL 32792
  • /28

    $434,900

    • 3 Beds
    • 2 Baths
    • 1,366 Sq Ft

    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
  • /29

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    3214 Lowndes Dr, Winter Park, FL 32792

    Welcome to this stunning 3-bedroom, 2-bathroom pool home, offering 1,200 square feet of beautifully remodeled and updated living space. Nestled in a quiet, friendly neighborhood, this home provides the perfect blend of tranquility and convenience, making it an ideal retreat for families, professionals, or anyone seeking a relaxing, move-in-ready property.From the moment you walk in,

    Crystal Whitehead MARK SPAIN REAL ESTATE

    3214 Lowndes Dr, Winter Park, FL 32792
  • /28

    $420,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 2 Baths
    • 1,678 Sq Ft

    1041 Manchester Cir, Winter Park, FL 32792

    Incredible Winter Park Location!This spacious 4-bedroom, 2-bathroom pool home is situated in a highly desirable area, offering plenty of room for the whole family. The large covered and screened lanai is perfect for enjoying the outdoors year-round, while the oversized garage provides ample space for storage and parking. With a split floor plan, this home is designed to offer privacy and comfort.

    Robert Paulson COLDWELL BANKER RESIDENTIAL RE

    1041 Manchester Cir, Winter Park, FL 32792
  • /32

    $599,000

    • 3 Beds
    • 2 Baths
    • 2,268 Sq Ft

    701 Denton Rd, Winter Park, FL 32792

    Welcome to this beautifully upgraded home in Winter Park Estates! Nestled on a quarter-acre lot, step into your private creating memories that last! This exceptional property has been meticulously maintained and enhanced with high-end features, making it a true standout. Recent upgrades include a brand-new roof (2024) and a new aluminum fence (2024), adding both durability and curb appeal. The

    Elizabeth Boyce CHARLES RUTENBERG REALTY ORLANDO

    701 Denton Rd, Winter Park, FL 32792
  • /48

    $2,150,000 Open Sun 12PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 3,851 Sq Ft

    1560 Woodland Ave, Winter Park, FL 32789

    You have arrived to 1560 Woodland Avenue, a beautiful home in a prime location inside the Winter Park municipality, situated on a peaceful brick-paved street. There are five bedrooms and four and a half bathrooms spread out over 3,800 square feet in this stunning property. Featuring a welcoming pool and relaxing spa. A separate suite with its own entrance is available for use by the mother-in-law

    Manny Alvarez LOKATION

    1560 Woodland Ave, Winter Park, FL 32789
  • /72

    $2,100,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 4,288 Sq Ft

    4469 Old Bear Run, Winter Park, FL 32792

    Welcome to this amazing custom home located on PRIVATE BEAR GULLY LAKE, with 137 ACRES OF GORGEOUS WATERFRONT! This stunning property features a fully equipped dock with power, a covered boat lift and sun deck providing the perfect stage for beginning a day of water skiing, wakeboarding, tubing, fishing or just taking in the stunning Florida sunsets that paint the sky every night. Come in from

    Teresa Smith HOME WISE REALTY GROUP, INC.

    4469 Old Bear Run, Winter Park, FL 32792
  • /34

    $699,000

    • 4 Beds
    • 3 Baths
    • 1,897 Sq Ft

    690 S Lakemont Ave, Winter Park, FL 32792

    NO HOA! Stunning Ranch-Style Pool Home with Solar Panels in the Heart of Winter Park!Welcome to this beautifully updated 4-bedroom, 3-bathroom ranch-style home, perfectly situated in one of Winter Park’s most sought-after neighborhoods. This energy-efficient gem features solar panels and a Generac generator, helping you save on electricity while ensuring peace of mind.Step inside

    Fina bower MARK SPAIN REAL ESTATE

    690 S Lakemont Ave, Winter Park, FL 32792
  • /23

    $569,000

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    426 S Lakemont Ave, Winter Park, FL 32792

    Winter Park, Outstanding Renovations! 3 BD/2 BT Pool Home! Open concept , single story with a lot of natural light. Lavish Updated Kitchen. Stainless steel appliances. Walk in the pantry. New roof 2018, New energy efficient windows and sliding glass doors, 2020, New Trane AC 2023 and New Attic ventilation fan thermostat / humidistat controlled 2024. New refrigerator. Interior includes fresh

    Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

    426 S Lakemont Ave, Winter Park, FL 32792
  • /44

    $489,000

    • 4 Beds
    • 2 Baths
    • 1,821 Sq Ft

    2829 Aloma Ave, Winter Park, FL 32792

    Rare Opportunity in Highly Sought-After Winter Park!Don’t miss your chance to own this fantastic 1960s gem in one of Winter Park’s most desirable neighborhoods just minutes to Cady Way Trail, and tons of Dining and shopping options! ! Known for its top-rated schools and unbeatable location as well , this home exudes timeless charm with elegant terrazzo floors throughout.Step

    Cassie Lamoureux KELLER WILLIAMS CLASSIC

    2829 Aloma Ave, Winter Park, FL 32792
  • /47

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,788 Sq Ft

    4421 Steed Terrace, Winter Park, FL 32792

    PRICED TO SELL!!!! FIRE DAMAGED HOUSE - LOTS OF POTENTIAL IN THIS WINTER PARK POOL HOME. This is an exciting opportunity for investors or buyers looking for a project! This home offers a blank canvas for renovation. The property is situated in a quiet, family-friendly neighborhood, making it an ideal candidate for full restoration. With required renovations - this blank canvas will become a

    Andrey Bustamante BUSTAMANTE REAL ESTATE INC

    4421 Steed Terrace, Winter Park, FL 32792
  • /14

    $487,700 Open Sat 2:30PM - 4:30PM

    • 4 Beds
    • 2 Baths
    • 2,014 Sq Ft

    1776 E Cheryl Dr, Winter Park, FL 32792

    Welcome to 1776 E Cheryl Dr, located on a quiet cul-de-sac in desirable Winter Park. The home offers a split plan with 4 bedrooms and 2 bathrooms. The living room has a beautiful stone fireplace. It has a separate indoor laundry room and an attached 2-car garage. Notes of interests include a fully renovated guest bathroom (2018), fully renovated kitchen (2023), new roof and gutters (2021),

    Donna Mink MINK REALTY

    1776 E Cheryl Dr, Winter Park, FL 32792
  • /37

    $3,400,000

    • 4 Beds
    • 6 Baths
    • 5,097 Sq Ft

    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 façade, 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 merge

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    1911 Stonehurst Rd, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 3

Home Trends in Winter Park, FL

Home Trends

Median Price (12 Mo)
$582,500
Median Single Family Price
$750,000
Median Townhouse Price
$485,000
Median 2 Bedroom Price
$247,450
Median 1 Bedroom Price
$157,000
Average Price Per Sq Ft
$402
Number of Homes for Sale
235
Last 12 months Home Sales
708
Months of Supply
4.00
Median List Price
$629,500
Median Discount From 1st List Price
5%
Median Home Sale Price YoY Change
-5%
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