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Winter Park, FL Open Houses

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  • /55

    $1,275,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 3,096 Sq Ft

    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 cafés, 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) is a

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    309 Park Ct N, Winter Park, FL 32789
  • /53

    $1,025,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,377 Sq Ft

    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
  • /61

    $1,150,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 3.5 Baths
    • 2,374 Sq Ft

    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 dining

    Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES

    795 W Canton Ave, Winter Park, FL 32789
  • /45

    $1,299,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,388 Sq Ft

    1341 Lyndale Blvd, Winter Park, FL 32789

    Ideally located in the heart of Winter Park, just steps from iconic Park Avenue and around the corner from Winter Park Village, this beautifully renovated 4-bedroom, 3-bath home offers the ultimate in walkable luxury living. Nestled on a charming brick street lined with sidewalks, this residence combines timeless elegance with unbeatable convenience.Inside, enjoy 10’ ceilings, rich wood, custom

    Brandon Geers COMPASS FLORIDA LLC

    1341 Lyndale Blvd, Winter Park, FL 32789
  • /49

    $1,350,000 Open Sun 10AM - 12PM

    • 4 Beds
    • 3.5 Baths
    • 3,140 Sq Ft

    2536 Brookshire Ave, Winter Park, FL 32792

    Welcome to 2536 Brookshire Ave, a spacious 4-bedroom, 3.5-bath modern farmhouse located in the heart of Winter Park. The open floor plan enhances connectivity throughout, with a first-floor primary suite featuring generous his and her closets. Designer lighting and plumbing fixtures, custom interior paint, 8-foot doors, and wood-like tile floors create a cohesive design.Enjoy additional space

    Richard Palmano PALMANO GROUP RE BROKERAGE LLC

    2536 Brookshire Ave, Winter Park, FL 32792
  • /38

    $900,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,182 Sq Ft

    4148 Oak St, Orlando, FL 32814

    Step into a world of comfort and convenience with this beautifully upgraded residence at 4148 Oak Street in the heart of Baldwin Park. Currently featuring 3 bedrooms and 2 bathrooms, the home’s den and office at the front could be transformed into two additional bedrooms with the addition of closets, offering the flexibility to create a 5-bedroom layout. Bathed in natural light, the open design

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    4148 Oak St, Orlando, FL 32814
  • /24

    $649,900 Open Sun 1PM - 5PM

    • 3 Beds
    • 2 Baths
    • 1,844 Sq Ft

    236 N Ranger Blvd, Winter Park, FL 32792

    Fully Renovated – EXPERIENCE WINTER PARK! This beautifully updated quarter acre Medallion Home offers 3 spacious bedrooms and 2 full bathrooms, with a bright open-concept layout and an inviting Florida room that overlooks a private, tree-lined backyard—perfect for family gatherings, peaceful mornings, or relaxed evenings at home.Your home gives you the opportunity to have access to an A-rated

    Ramses Misel Trillos EXP REALTY LLC

    236 N Ranger Blvd, Winter Park, FL 32792
  • /26

    $585,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    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
  • /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 Open Sun 11AM - 1PM

    • 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
  • /50

    $539,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,171 Sq Ft

    1157 Valley Creek Run, Winter Park, FL 32792

    This meticulously maintained home is in the sought after LOST CREEK Subdivision of Winter Park. The home offers an open floor plan, large rooms, a great location, and volume ceilings. The kitchen has lots of counter space and an abundance of cabinets, plus a pantry. The bedrooms are a three-way split. Extra bedrooms are perfect for a secluded office, home gym, or guest room. The screened patio

    Roberta Shoopman CHARLES RUTENBERG REALTY ORLANDO

    1157 Valley Creek Run, Winter Park, FL 32792
  • /38

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

    • 4 Beds
    • 4 Baths
    • 2,286 Sq Ft

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

    Sit back and relax on two private balconies with pool and lake views. This combined unit has the largest square footage of any single unit in the Cloisters. With an inteior passthrough connecting the two units it would make a wonderful multi-generational living space. Each side is graced with two bedroom, two full bathrooms and a fully equiped kitchen. The unit also includes two parking spaces,

    Greg Vazzana FANNIE HILLMAN & ASSOCIATES

    100 S Interlachen Ave Unit 304, Winter Park, FL 32789
  • /26

    $349,990 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,401 Sq Ft

    320 Granada Dr, Winter Park, FL 32789

    Welcome to this delightful 3-bedroom, 2-bathroom home nestled in the heart of sought-after Winter Park! Bursting with character and charm, this property features original hardwood floors that add warmth and timeless appeal, along with a cozy antique wood-burning stove that brings a touch of rustic elegance to the living space. Plus, an updated bathroom is perfect for visitors.Set on a large lot

    Jonathan Cole KELLER WILLIAMS WINTER PARK

    320 Granada Dr, Winter Park, FL 32789
  • /52

    $639,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 901 Sq Ft

    100 S Interlachen Ave Unit 107, Winter Park, FL 32789

    Welcome to the heart of Winter Park living! This beautifully updated 2 bedroom, 1 bath, first floor condo offers the perfect blend of style, comfort, and location. Located in one of Central Florida’s most coveted communities, you’re just steps from the brick-lined charm of Park Avenue, where boutique shopping, award-winning dining, and cultural gems like the Morse Museum and Central Park await.

    Beth Hobart MAINFRAME REAL ESTATE

    100 S Interlachen Ave Unit 107, Winter Park, FL 32789
  • /42

    $675,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,910 Sq Ft

    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
  • /36

    $479,900 Open Sun 1PM - 4PM

    • 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 solid wood

    David Coker KELLER WILLIAMS WINTER PARK

    1532 Lawndale Cir, Winter Park, FL 32792
  • /41

    $349,000 Open Sun 10AM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft

    3204 Netherwood Dr, Winter Park, FL 32792

    Discover this beautifully renovated 2-bedroom, .5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-de-sac lot with no HOA, this home has been completely upgraded to offer modern comfort and style. Step inside to luxury vinyl flooring throughout, an open-concept living space, and a sleek kitchen with stainless steel appliances. The high-end bathroom remodel adds a spa-like

    Renee Anthony WATSON REALTY CORP.

    3204 Netherwood Dr, Winter Park, FL 32792
  • /39

    $595,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft

    1230 N Denning Dr, Winter Park, FL 32789

    This charming “old Florida” bungalow in the heart of Winter Park offers the perfect blend of comfort and convenience, nestled in a prime location on a brick lined street just moments from world-class shopping and dining on famous Park Avenue. In addition, it is a short walk to both The Winter Park Village and Whole Foods. The warm and inviting interior of this home exudes character with original

    Ed Klein FANNIE HILLMAN & ASSOCIATES

    1230 N Denning Dr, Winter Park, FL 32789
  • /36

    $415,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    5144 Goldenrod Place Rd, Winter Park, FL 32792

    Nestled on an oversized lot at the end of a peaceful cul-de-sac, this charming home offers the perfect blend of privacy and comfort. The spacious feel of the location provides a serene and tranquil setting, making it the ideal place to relax and unwind on your huge Patio overlooking wonderful backyard ! As you step inside, the warm and cozy atmosphere welcomes you. The home's inviting ambiance is

    Rebecca Sparks C. APOLLO REALTY INC

    5144 Goldenrod Place Rd, 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
  • /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
  • /37

    $600,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    2310 Cady Way, Winter Park, FL 32792

    Welcome home to the sought after neighborhood of Brookshire Heights with in the Greater Winter Park Pines Community, where tree-lined streets and the friendly touch of a neighborhood where the mailman still delivers to your door await you! This spacious and updated 3-bedroom, 2-bathroom home is an entertainer’s dream, offering a perfect blend of modern updates, cozy living spaces, and serene

    Amy Turner KELLER WILLIAMS WINTER PARK

    2310 Cady Way, Winter Park, FL 32792
  • /26

    $745,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    101 S Interlachen Ave Unit 104, Winter Park, FL 32789

    FIRST TIME ON THE MARKET! SUPER RARE, GROUND FLOOR, DOWNTOWN WINTER PARK CONDO AT LACHEN HOUSE NOW AVAILABLE! This gorgeous 2 bedroom, 2 bath condo has been completely remodeled and features new laminate flooring, bright recessed lighting, and a stunning gourmet kitchen. Each bedroom is oversized with ample closet space. A charming courtyard off the back bedrooms provides a relaxing outdoor space

    Kelly Price KELLY PRICE & COMPANY LLC

    101 S Interlachen Ave Unit 104, Winter Park, FL 32789
  • /38

    $250,000 Open Sun 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 787 Sq Ft

    700 Melrose Ave Unit L23, Winter Park, FL 32789

    Welcome to your serene retreat in the highly desirable Winter Park Gardens community. This beautifully renovated second-floor 1-bedroom, 1-bathroom condo offers an exceptional living experience with modern upgrades and a prime location less than a mile from Park Avenue and Orlando Avenue. Step inside to discover luxury vinyl flooring throughout the entry, living space, and kitchen, complemented

    Elena Sanchez BALDWIN PARK REALTY LLC

    700 Melrose Ave Unit L23, Winter Park, FL 32789
  • /26

    $489,900 Open Sun 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft

    535 N Interlachen Ave Unit 107, Winter Park, FL 32789

    Location, Location, Location - downtown Winter Park condo for under $500K! This dramatic 2 bedroom - 2 Bath ground floor unit is located on corner of Swoop and Interlachen, steps from the Winter Park 9 Golf Course and Park Avenue! Beautiful views, glassed in porch overlooking stunning landscape. This unit offers high ceilings, open, updated kitchen to living areas, sunroom (enclosed porch)

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    535 N Interlachen Ave Unit 107, Winter Park, FL 32789
  • /26

    $450,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,124 Sq Ft

    4991 Tangerine Ave, Winter Park, FL 32792

    Welcome to 4991 Tangerine Ave in the heart of Winter Park! This charming 4-bedroom, 2-bathroom home offers comfortable living with no carpet throughout—perfect for easy maintenance. The spacious family and dining room combination provides an open and inviting layout, ideal for gatherings. A large, air-conditioned Florida room adds even more flexibility, ensuring plenty of space for entertaining.

    Darein Washington KELLER WILLIAMS ADVANTAGE REALTY

    4991 Tangerine Ave, Winter Park, FL 32792
  • /57

    $1,095,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,121 Sq Ft

    1444 Pelican Bay Trail, Winter Park, FL 32792

    A True Gem on the Lake!If you've been dreaming of owning a lakefront property with a Winter Park address, this is your chance! This stunning 4-bedroom, 2.5-bathroom home in the tranquil Pelican Bay Subdivision is move-in ready and full of charm.As you approach, you'll be greeted by lush landscaping. Step through the double front doors into a welcoming foyer with beautiful wood floors and modern

    Jacob Hara TRANSCEND REALTY

    1444 Pelican Bay Trail, Winter Park, FL 32792
  • /29

    $1,475,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,637 Sq Ft

    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
  • /35

    $1,500,000 Open Sun 12PM - 4PM

    • 4 Beds
    • 4 Baths
    • 2,958 Sq Ft

    2015 Summerfield Rd, Winter Park, FL 32792

    .This exquisite one-story home, situated on a generous 10,769 square foot lot, offers four bedrooms and four baths, showcasing high-end craftsmanship. Upon entering through the charming front porch, you'll be greeted by numerous upgrades, from gleaming porcelain floors to an outdoor oasis designed for luxury living.Key features include:Office & Playroom: A dedicated office room and an oversized

    Steven Koleno BEYCOME OF FLORIDA LLC

    2015 Summerfield Rd, Winter Park, FL 32792
  • /44

    $400,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,581 Sq Ft

    7331 Blue Jacket Place W, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Incredible Value! Priced to sell under market value! This is your opportunity to get in at a price that won’t last long. Act fast before it's gone! Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the desirable Goldenrod area with no HOA! Fully upgraded luxury home with a large fenced in backyard. Brand new high end upgrades

    Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

    7331 Blue Jacket Place W, Winter Park, FL 32792
  • /12

    $475,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft

    3458 Balsam Dr, Winter Park, FL 32792

    Seller motivated! Seller to offer, $2500 towards buyers closing cost, and prepaid items at closing. Come see this charming 3 bedroom, 2 bath pool home, located in Winter Park, FL. Home is centrally located and easily accessible to major highways, downtown Orlando, UCF, Rollins College, entertainment, restaurants, shopping and much more. The driveway has an extended parking pad, for extra

    Marquita Shiever, PA CENTURY 21 BE3

    3458 Balsam Dr, Winter Park, FL 32792
  • /42

    $455,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,710 Sq Ft

    2207 Winter Woods Blvd, Winter Park, FL 32792

    Welcome to this inviting 4-bedroom, 2-bathroom home on an oversized corner lot in Winter Park, offering NO HOA—perfect for bringing your boats, RVs, and outdoor toys! Located in Seminole County, you’ll enjoy top-rated schools, lower property taxes than Orange County, and the flexibility of unincorporated Winter Park. Inside, a thoughtfully designed split floor plan offers both functionality and

    Abby Moyer COLDWELL BANKER REALTY

    2207 Winter Woods Blvd, Winter Park, FL 32792
  • /34

    $569,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,738 Sq Ft

    1116 Fairway Dr, Winter Park, FL 32792

    Welcome to this beautiful, single-family home in the Golfside Community in Winter Park! This stunning 3-bedroom, 2-bathroom residence offers a living space of 1,738 square feet. When you enter the home, you step right into the family room. To the right of it, you can find the dining room/living room combo, all with stunning light fixtures. The living room as well as the family room provide access

    Mathew Kelly TURN-KEY MOVES REALTY

    1116 Fairway Dr, Winter Park, FL 32792
  • /33

    $527,000 Open Sun 8AM - 7PM

    • 4 Beds
    • 2 Baths
    • 2,122 Sq Ft

    4026 Tenita Dr, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to this stunning property where elegance meets comfort. The neutral color paint scheme and fresh interior paint provide a modern and clean feel. The living room is graced with a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream, equipped with stainless steel appliances. The primary bedroom boasts double

    GREGORY BLACKALL OPENDOOR BROKERAGE LLC

    4026 Tenita Dr, Winter Park, FL 32792
  • /29

    $649,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    535 N Interlachen Ave Unit 305, Winter Park, FL 32789

    This stunning, fully renovated lock-and-leave luxury condo is located just blocks from downtown Park Avenue. It has been completely upgraded with high-end finishes and appliances. Every detail has been thoughtfully considered, including new walls, ceilings, floors, doors, plumbing, and wiring. This bespoke renovation features a beautiful foyer entry, widened hallways, gorgeous hardwood floors,

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    535 N Interlachen Ave Unit 305, Winter Park, FL 32789
  • /41

    $2,850,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 5 Baths
    • 4,875 Sq Ft

    2550 Venetian Way, Winter Park, FL 32789

    "The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build, derives it's over 4800 sq/ft of essence and uniqueness by fusing vibrant colors and eloquence with

    Brian Rotenberger COMPASS FLORIDA LLC

    2550 Venetian Way, Winter Park, FL 32789
  • /26

    $350,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft

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

    PRICE IMPROVEMENT – Motivated Sellers!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, resealed windows, recessed lighting, and ceiling fans throughout. The entire home boasts stylish wood-look

    Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave J 1 Ave Unit J1, Winter Park, FL 32789
  • /30

    $278,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 1 Bath
    • 1,035 Sq Ft

    700 Melrose Ave Unit E4, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Welcome to your new home in the heart of Winter Park! This spacious condo offers a blend of comfort and convenience, ideal for those seeking an active and vibrant 55+ community. Here’s what makes this property truly special:Key Features:Spacious Living: Enjoy the generous space of two large bedrooms, perfect for relaxation and comfort.Freshly

    Dan Haggerty NEXTHOME BEST RESULTS REAL ESTATE

    700 Melrose Ave Unit E4, Winter Park, FL 32789
  • /48

    $2,395,000 Open Sun 12PM - 2PM

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

    2412 Chantilly Ave, Winter Park, FL 32789

    Discover an extraordinary blend of modern elegance and thoughtful craftsmanship in this brand-new architectural gem by DaVinci Development. This stunning five-bedroom, six-and-a-half-bathroom home spans over 4,500 square feet of luxury living space, offering a seamless fusion of sophistication and functionality in the heart of Winter Park. From the moment you arrive, the striking contemporary

    Christopher Christensen COMPASS FLORIDA LLC

    2412 Chantilly Ave, Winter Park, FL 32789

Showing Results 1 - 40, Page 1 of 2

Home Trends in Winter Park, FL

Home Trends

Median Price (12 Mo)
$606,000
Median Single Family Price
$799,900
Median Townhouse Price
$599,000
Median 2 Bedroom Price
$249,900
Median 1 Bedroom Price
$157,000
Average Price Per Sq Ft
$403
Number of Homes for Sale
253
Last 12 months Home Sales
695
Months of Supply
4.40
Median List Price
$649,000
Median Discount From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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