117

Price Reduced Homes for Sale in Winter Park, FL

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  • /15

    $164,500

    $11K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 732 Sq Ft

    1500 Gay Rd Unit 4D, Winter Park, FL 32789

    ANOTHER PRICE ADJUSTMENT! Lakefront Community! Enjoy Glorious Sunsets, Cocktails on the Deck and the Peace of Water and the Amazing Joy of Nature! All this near the heart of Winter Park and walking distance to all kinds of Shopping!One of few 1 Bedrooms and an Upstairs End Unit! Enjoy Spacious Room Sizes for easy Furniture Placement, Compact Kitchen, Bright Master Bedroom with additional

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 4D, Winter Park, FL 32789
  • /43

    $449,990

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,622 Sq Ft

    3641 Hawthorne Ln, Winter Park, FL 32792

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the highly desirable Winter Park area. Combining comfort, style, and an unbeatable location, this charming residence offers the perfect opportunity for homeowners seeking a move-in-ready property in one of Central Florida's most sought-after communities. Step inside to discover a bright and inviting floor plan designed

    Agent Photo

    Keegan Siegfried

    LPT REALTY, LLC

    3641 Hawthorne Ln, Winter Park, FL 32792
  • /49

    $1,049,900

    $149K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,652 Sq Ft

    1448 Lake Florence Way, Winter Park, FL 32792

    Located in an intimate gated community of just 28 homes and minutes from Downtown Winter Park, this exceptional former K. Hovnanian model home features over $200,000 in builder and custom upgrades. Ideally located just 2 miles from Target and Costco, near the 417, and next to highly regarded private schools including Trinity Preparatory School, this home offers luxury and convenience in an

    Abby Nelson RE/MAX 200 REALTY

    1448 Lake Florence Way, Winter Park, FL 32792
  • /20

    $426,000

    $74K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,376 Sq Ft

    501 Heritage Blvd, Winter Park, FL 32792

    Welcome to this beautifully remodeled, move-in-ready home in the highly sought-after Winter Park area. This single-story residence features 4 bedrooms and 2 bathrooms, offering a bright, open floor plan with modern finishes designed for both comfort and functionality.A standout feature of this property is its commitment to sustainable living and energy efficiency. Highlights

    Bernardo Carrasquel B EXP REALTY LLC

    501 Heritage Blvd, Winter Park, FL 32792
  • /51

    $2,495,000

    New Construction $305K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,553 Sq Ft

    541 W Canton Ave, Winter Park, FL 32789

    Timeless elegance meets boutique craftsmanship at 541 W Canton Ave., an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Near Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm. From its dormer windows and custom-carved wood

    Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

    541 W Canton Ave, Winter Park, FL 32789
  • /50

    $1,700,000

    $300K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,065 Sq Ft

    723 Symonds Ave, Winter Park, FL 32789

    Built by Clarkson Concepts and ideally located in the heart of Winter Park just moments from Park Avenue, this sophisticated modern residence blends luxury design, smart-home innovation, and effortless indoor-outdoor living across three thoughtfully designed levels. From the moment you arrive, the striking foyer makes a memorable first impression with its bold geometric detailing, designer

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    723 Symonds Ave, Winter Park, FL 32789
  • /27

    $389,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    2017 Canny Cove, Winter Park, FL 32792

    BUYER INCENTIVE! Nearly-New 2023 Pulte Townhome • 3BD/2.5BA + Garage • Quartz Counters • Rate Buydown AvailableImagine owning a beautifully maintained, nearly-new Pulte townhome in the heart of Winter Park. Built in 2023 and still covered by the transferable Pulte 10-year structural warranty, this home offers modern design, energy efficiency, and peace of mind. The seller is offering a rate

    Janny Goulder KELLER WILLIAMS WINTER PARK

    2017 Canny Cove, Winter Park, FL 32792
  • /11

    $214,900

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft

    7413 Belle River Ct Unit 3, Winter Park, FL 32792

    MOTIVATED SELLER...Welcome To This Beautifully 3 Bedroom, 2.5 Bathroom Condominium Located in the Desirable Hidden Oaks Community. Offering Updated Living Space, This Home Combines Comfort, Style, and an Unbeatable Location. Step Inside to a Spacious and Inviting Family Room Featuring Beautiful Laminate Flooring, Abundant Natural Light, and an Open, Welcoming Atmosphere. The Updated Kitchen Is

    Ivan Tobon OUTLET REALTY

    7413 Belle River Ct Unit 3, Winter Park, FL 32792
  • /11

    $159,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792

    Just Reduced $10k!! Priced to sell, already rented, perfect for investor buyer. This 2nd floor end unit boasts of an open floor plan with the kitchen being open to the living room/dining area and features a breakfast bar. Stainless Appliances, including Refrigerator, Microwave, Flat top Range/oven, Dishwasher, full size front load washer and Dryer in Laundry Closet. Community features a

    Hitesh Khatri CFRP REALTY LLC

    3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792
  • /34

    $624,444

    $165K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    2418 Euston Rd, Winter Park, FL 32789

    Welcome to this beautifully updated three-bedroom, two-and-a-half-bath home located in the highly sought-after Winter Park 32789 zip code, just moments from scenic Lake Killarney. Situated on an oversized 0.27-acre lot with no HOA, this exceptional property offers endless possibilities, including ample space to add a pool, guest house/ADU, or create the custom outdoor living space of your

    Richard Bavec TOLARIS REALTY GROUP LLC

    2418 Euston Rd, Winter Park, FL 32789
  • /20

    $399,999

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft

    1840 Aster Dr, Winter Park, FL 32792

    Virtually Staged. WOW WINTER PARK! PRICED $50,000 BELOW CURRENT MARKET VALUE with plenty of equity for the next family to add there personal touches. A well maintained 3 bedroom 2 bath home located in a highly sought after Winter Park, Garden Lake Estates. Nestled in Seminole County, an A rated school zone! The home also sits on a large lot with plenty of room for outdoor living, No rear

    Brendon Spalding KONA REALTY SERVICES LLC

    1840 Aster Dr, Winter Park, FL 32792
  • /38

    $825,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft

    1431 Palm Ave, Winter Park, FL 32789

    Welcome to this beautifully maintained 1960s home nestled in one of Winter Park’s desirable neighborhoods, where classic charm meets thoughtful modern updates. Set along picturesque brick streets shaded by mature trees, this inviting home offers a warm, light-filled interior and a private backyard oasis. From the moment you enter, you’ll notice the abundance of natural light and the large windows

    Kelsey Payton ALL REAL ESTATE & INVESTMENTS

    1431 Palm Ave, Winter Park, FL 32789
  • /72

    $3,750,000

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,377 Sq Ft

    2622 Lake Howell Ln, Winter Park, FL 32792

    Welcome to an extraordinary private lakefront retreat in Winter Park, where expansive grounds, exceptional amenities, and breathtaking Lake Howell views come together in one special property. Set behind a private gated entrance on approximately 4.3 total acres, with roughly half of the property consisting of dry land and the balance extending into Lake Howell, this remarkable estate offers a rare

    Brian Hyser THE AGENCY FL

    2622 Lake Howell Ln, Winter Park, FL 32792
  • /59

    $1,999,990

    New Construction Open Fri 2PM - 4PM $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,330 Sq Ft

    525 S Lakemont Ave, Winter Park, FL 32792

    Thoughtfully designed with an uncompromising commitment to quality, craftsmanship, and detail, this exceptional new construction residence is an expression of luxury living. Defined by its striking architecture and refined contemporary design, the home makes an unforgettable first impression with a dramatic two-story foyer featuring soaring ceilings, a statement staircase with custom millwork,

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    525 S Lakemont Ave, Winter Park, FL 32792
  • /28

    $424,900

    $70K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft

    5340 N Lake Burkett Ln, Winter Park, FL 32792

    Beat the heat in the Large Community Pool or bring your boat or jet skis and enjoy the Private Lake Access! There is also Fishing Dock and Playground further inviting you to enjoy the outdoors! Welcome to Exceptional Florida Living! Welcome to Trinity Bay, a charming community offering deeded access to Lake Burkett, a private 75-acre spring-fed ski lake featuring navigable access to Lake Martha.

    Tanya McDonnell RE/MAX TOWN & COUNTRY REALTY

    5340 N Lake Burkett Ln, Winter Park, FL 32792
  • /46

    $775,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,589 Sq Ft

    1369 Blue Stem Ln, Winter Park, FL 32792

    Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, and modern efficiency. Ideally located just five minutes from top-rated private schools, this two-story single-family home is designed for both luxurious living and everyday functionality. Upon entry, you are welcomed by a dramatic grand foyer

    He Gao U S GLORY REALTY

    1369 Blue Stem Ln, Winter Park, FL 32792
  • /26

    $399,000

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    1995 Canny Cove, Winter Park, FL 32792

    Welcome to Grayson Square at Winter Park by Pulte Homes. This Springdale II two-story townhome has no direct rear neighbors, features 3 bedrooms, 2 full bathrooms, a powder room, single-car garage, a covered rear lanai, washer, dryer, refrigerator, and window blinds. The spacious first floor with over 9' ceilings is ideal for entertaining, featuring an open concept gathering room, cafe and

    Rosemary Siegler KELLER WILLIAMS ELITE PARTNERS III REALTY

    1995 Canny Cove, Winter Park, FL 32792
  • /17

    $279,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,197 Sq Ft

    3302 Royal St, Winter Park, FL 32792

    Come see this 3 bedroom 2 bath split plan home. All tile throughout home. Granite kitchen countertops. Eat in area in kitchen.Kitchen bar opens to great room. Huge corner lot great for handyman with trailer, boat, RV or truck to park in backyard.Easy access to add on garage in backyard. Cathedral ceilings great room. NO HOA.

    Robert Arnold SAND DOLLAR REALTY GROUP INC

    3302 Royal St, Winter Park, FL 32792
  • /30

    $629,900

    $195K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,472 Sq Ft

    2612 Roxbury Rd, Winter Park, FL 32789

    RENT TO OWN OPTION AVAILABLE!!!Come view this NEXTGEN Home FULLY MODERNIZED 5-bedroom, 3-bathroom home offering flexibility, and comfort that Includes an Attached 2 Bed/1 Bath IN- LAW SUITE!! Step inside to an open and airy layout featuring Luxury plank flooring, fresh neutral paint, and large windows that fill the home with natural light. The upgraded kitchen is a true showstopper —

    Laura Mcadams EXP REALTY LLC

    2612 Roxbury Rd, Winter Park, FL 32789
  • /19

    $410,000

    $29K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,494 Sq Ft

    1955 Eland Ave, Winter Park, FL 32789

    Nestled in Winter Park's Lake Bell Terrace neighborhood, this 3 bedroom, 2 bathroom home is located close to everything that makes Winter Park special, Park Avenue's shops and restaurants, Winter Park Village, Mead Botanical Garden, the Winter Park golf course, and more.Inside, an open, light-filled living area flows effortlessly into the kitchen and dining room, with wood and tile

    Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1955 Eland Ave, Winter Park, FL 32789
  • /16

    $550,000

    $101K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 1,974 Sq Ft

    5427 Peaco Place, Winter Park, FL 32792

    Very nice duplex property. No HOA. Located on a cul-de-sac. This property has a 3 bedroom 2 bath with a 2 car garage on one side and a 2 bedroom 1 bath with a 1 car garage on the other side. Both currently rented and tenant occupied. The 3/2 tenant is on a month to month lease for $2,000 per month and the 2/1 is on a 1 year lease at $1,500 per month. There are many options for you with this

    Moe Mossa SAVVY AVENUE, LLC

    5427 Peaco Place, Winter Park, FL 32792
  • /52

    $674,900

    Open Sat 10AM - 1PM $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,411 Sq Ft

    860 N Denning Dr, Winter Park, FL 32789

    **NEW CONSTRUCTION QUALITY | WALKABLE WINTER PARK | DESIGNER SMART HOME**This is not a remodel — it's a complete architectural transformation completed in September 2022. Taken to the slab and studs, this Winter Park residence was entirely rebuilt with new roof trusses, all-new electrical, new AC system (inside and out), tankless water heater, new plumbing, and smart irrigation —

    LaDarrius Sanders OUTLET REALTY

    860 N Denning Dr, Winter Park, FL 32789
  • /19

    $379,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,285 Sq Ft

    1605 Puritan Ave, Winter Park, FL 32792

    SELLER FINANCING. Stunning 3-bedroom, 2-bath remodeled home with no HOA, ideally located on the border of Winter Park and Orlando. This move-in-ready property features a new roof installed in July 2025, an updated kitchen with beautiful granite countertops and brand-new appliances. Enjoy the perfect combination of comfort, style, and convenience with easy access to shopping, dining, schools, and

    Angelica Tomlinson LLC CENTURY 21 CARIOTI

    1605 Puritan Ave, Winter Park, FL 32792
  • /75

    $1,949,500

    $241K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,422 Sq Ft

    1420 Aloma Ave, Winter Park, FL 32789

    Experience a rare expression of design-forward lakefront living on Lake Sylvan in the heart of Old Winter Park. Fully remodeled through a comprehensive, down-to-the-studs transformation, virtually every major component is new—giving this approximately 2,400-square-foot residence the quality, systems and finishes of a modern custom home. Framed by mature live oaks and sweeping 180-degree water

    Alejandra Silva METROPOLITAN R.E SOLUTIONS INC

    1420 Aloma Ave, Winter Park, FL 32789
  • /25

    $395,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,201 Sq Ft

    2568 Lotafun Ave, Winter Park, FL 32789

    Virtually Staged. Conveniently located just minutes from I-4, downtown Orlando, and Winter Park, this versatile home offers the perfect blend of comfort, flexibility, and location. The upper level features two bedrooms and one full bath, while the lower level includes one bedroom and one full bath. Each floor has its own private entrance and full kitchen, making it ideal for multi-generational

    Randall Wolber SIMPLE FEE LISTINGS LLC

    2568 Lotafun Ave, Winter Park, FL 32789
  • /26

    $235,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 3C, Winter Park, FL 32789

    NEW PRICE/Seller Motivated! WINTER PARK LOCATION ALERT with AMAZING WALKABILITY to SO MANY shopping and dining options! Across from the newly renovated WP Shopping Village that includes top-rated restaurants, a movie theater, boutiques, grocery store and more! This 2bedroom/2 bathroom attractive second-story unit offers an updated kitchen and bathrooms with solid countertops. All solid flooring

    Heather Frazee FANNIE HILLMAN & ASSOCIATES

    1500 Gay Rd Unit 3C, Winter Park, FL 32789
  • /46

    $725,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,197 Sq Ft

    1418 Lone Feather Trail, Winter Park, FL 32792

    Nestled within the gated community of Hawks Crest, this meticulously maintained two-story residence showcases over $70,000 in luxurious builder upgrades, blending timeless design, modern comfort, and effortless Florida Living. This stunning home presents an exceptional opportunity to enjoy one of Winter Park's most desirable lifestyle communities. A welcoming entry opens to light-filled interiors

    Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    1418 Lone Feather Trail, Winter Park, FL 32792
  • /27

    $660,000

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,243 Sq Ft

    1416 Border Dr, Winter Park, FL 32789

    An opportunity to build new in an established Winter Park neighborhood. The existing home remains on the property and is offered for its land value only, allowing a buyer to design from the ground up on a street where redevelopment is already underway. Within a half mile, seven custom single-family homes are in their final phase of construction, most starting near $1.5 million. Border Drive

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    1416 Border Dr, Winter Park, FL 32789
  • /55

    $745,000

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,020 Sq Ft

    1287 Verdant Glade Place, Winter Park, FL 32792

    Virtually Staged. Gated Community | Dual Primary Suites | Main-Level Living |Located in Winter Park’s gated Hawks Crest community, this two-story home pairs a spacious open floor plan with a private backyard setting and a layout that offers exceptional versatility. The main level includes the primary suite, dedicated study, laundry room, kitchen, and principal living areas, making

    Renee Funk EXP REALTY LLC

    1287 Verdant Glade Place, Winter Park, FL 32792
  • /37

    $509,900

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,047 Sq Ft

    1660 Gladiolas Dr, Winter Park, FL 32792

    Updated Winter Park home with 2,047 sq ft of heated/cooled living space, a huge backyard, and NO HOA. This is an owner-updated home—not a flip—with quality improvements completed over the past several years and professionally completed permitted work.Major improvements include a 2021 roof, 2021 whole-house repipe, 2021 exterior stucco and paint, 2020 HVAC, 2023 kitchen remodel, 2023

    Stephen Hachey FLAT FEE MLS REALTY

    1660 Gladiolas Dr, Winter Park, FL 32792
  • /34

    $539,000

    $21K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 3 Baths
    • 1,602 Sq Ft

    7641 Village Green Dr, Winter Park, FL 32792

    Welcome to this beautifully maintained home in the heart of Winter Park, where comfort, charm, and convenience come together effortlessly. Nestled in a central Florida community, this residence offers a warm and inviting atmosphere from the moment you step inside. The home features a spacious and functional layout filled with natural light, creating an ideal setting for both everyday living and

    7641 Village Green Dr, Winter Park, FL 32792
  • /43

    $1,750,000

    Open Sat 1PM - 3PM $115K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,307 Sq Ft

    2343 Versailles Ave, Winter Park, FL 32789

    This modern and sleek Winter Park residence, with over $130K of improvements, is tucked along a quiet dead-end street, offering a functional, open floorplan in an exceptional location. Recent upgrades make this home feel wonderfully fresh and new, including a Mosquito Nix misting system, Culligan whole-home water filtration system, fresh paint throughout the entire home, a beautifully remodeled

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    2343 Versailles Ave, Winter Park, FL 32789
  • /29

    $2,625,000

    $70K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,048 Sq Ft

    413 W Morse Blvd, Winter Park, FL 32789

    LUXURIOUS LIVING WITH FANTASTIC LOCATION This Winter Park three story townhouse is within walking distance to all the fun amenities of the city- the many restaurants, boutique shops, banks, post office, farmers market, Central Park and Rollins College. Designed by architect Phil Kean and built in 2017 the owners have embellished this townhome with custom millwork and finishes, wood floors, sound

    A.V. Blalock COLDWELL BANKER REALTY

    413 W Morse Blvd, Winter Park, FL 32789
  • /37

    $250,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,311 Sq Ft

    2450 Grand Teton Cir Unit 2450, Winter Park, FL 32792

    Rare end units like this don't come around often! Welcome to 2450 Grand Teton Circle, tucked away in the well-maintained, established community of Cedarwood Village in Winter Park.This 3-bedroom, 2-bath home is filled with natural light thanks to its end-unit location, and the open layout makes it easy to relax, entertain and enjoy everyday living. The spacious living and dining areas flow

    John Campese CHARLES RUTENBERG REALTY ORLANDO

    2450 Grand Teton Cir Unit 2450, Winter Park, FL 32792
  • /49

    $1,105,000

    $95K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,487 Sq Ft

    1220 Howell Branch Rd, Winter Park, FL 32789

    A RARE WINTER PARK RENOVATION OPPORTUNITY DIRECTLY ACROSS FROM HOWELL BRANCH PRESERVE! Situated on an approximately 0.23-acre lot, this distinctive 3-bedroom, 2-bath home offers an exceptional opportunity for an investor, renovator, or buyer seeking to complete and personalize a property in one of Central Florida’s most desirable communities.Renovations have already begun, providing the

    Fook Snipper PARK PLACE REAL ESTATE

    1220 Howell Branch Rd, Winter Park, FL 32789
  • /46

    $1,750,000

    Open Sat 12PM - 2PM $245K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,249 Sq Ft

    1750 Carollee Ln, Winter Park, FL 32789

    Welcome to 1750 Carollee Lane, where timeless charm meets modern luxury. Set on a homesite with desirable southern exposure in the heart of Winter Park, this four-bedroom, 3.5-bath, custom pool and spa residence offers more than 3,200 square feet of thoughtfully updated living space near Park Avenue, the Chain of Lakes and top-rated schools. The fully renovated 2025 kitchen serves as the

    Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

    1750 Carollee Ln, Winter Park, FL 32789
  • /28

    $350,000

    $40K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 987 Sq Ft

    700 Melrose Ave Unit J24, Winter Park, FL 32789

    Fully updated ..Amazing modern Winter Park Lake Front location! This is a DELUXE corner unit fully remodeled and totally updated one bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center

    Scott Butts KIMBRIDGE REALTY, LLC

    700 Melrose Ave Unit J24, Winter Park, FL 32789
  • /27

    $334,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft

    3562 Bougainvillea Dr, Winter Park, FL 32792

    Welcome to this beautifully updated 3-bedroom, 2-bath home in beautiful Winter Park! This move-in-ready property features stylish wood-look tile flooring throughout, creating a seamless, modern look that's both attractive and easy to maintain. The home has two beautifully renovated bathrooms with contemporary finishes, along with a newer A/C and a new roof in 2026. The air-conditioned laundry

    Tania Crandall SHORESTONE PROPERTY GROUP

    3562 Bougainvillea Dr, Winter Park, FL 32792
  • /30

    $1,875,000

    $120K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,440 Sq Ft

    922 N Pennsylvania Ave, Winter Park, FL 32789

    Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Park 9-Hole Golf Course, this beautifully renovated four-bedroom, four-bath Mediterranean residence seamlessly blends timeless architectural character with sophisticated modern living. Rich in charm and thoughtfully updated throughout, the home welcomes you with an elegant living

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    922 N Pennsylvania Ave, Winter Park, FL 32789
  • /15

    $420,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    5409 Albert Dr, Winter Park, FL 32792

    Virtually Staged. Discover this spacious 3-bedroom, 2-bathroom home offers 1,483 sq ft of comfortable living space with a functional layout and plenty of room for everyday living. The home features a well-appointed kitchen, open living areas, and generously sized bedrooms. Outside, enjoy a private backyard with a swimming pool, creating the perfect space for relaxing, entertaining, and enjoying

    Raul Pino SOVEREIGN REAL ESTATE GROUP

    5409 Albert Dr, Winter Park, FL 32792

Showing Results 1 - 40, Page 1 of 3

Home Price Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$625,000
Median Townhouse Sale Price
$516,000
Median 2 Bedroom Sale Price
$255,000
Median 1 Bedroom Sale Price
$154,000
Average Price Per Sq Ft
$383
Number of Homes for Sale
117
Last 12 months Home Sales
996
Months of Supply
4.20
Median List Price
$549,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
3%
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