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Winter Park, FL Homes for Sale with Pool

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  • /19

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,230 Sq Ft

    7706 Country Place Unit A8, Winter Park, FL 32792

    Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas, 3 bedroom, 2 full bathrooms, 1,230 square feet of living area. Exterior of the home is concrete block and stucco. The eat-in-kitchen sits in the heart of the home which creates a warm and social atmosphere. Nice covered patio with back yard great for relaxing and entertaining

    Agent Photo

    Carmen Vazquez

    REALTY TECH INC

    (321) 339-0107

    7706 Country Place Unit A8, Winter Park, FL 32792
  • /15

    $134,900

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft

    1695 Lee Rd Unit B216, Winter Park, FL 32789

    Lovely 3 bedroom 2 bathroom second floor unit at Waterfall Cove in the heart of Winter Park, close to shopping, restaurants, schools and major roadways. The end unit features a nice open floorplan with lots of natural light. The kitchen is spacious and has lots of cabinet storage and countertop space it overlooks the large living room with sliding glass doors that lead out to the balcony with a

    Agent Photo

    Martha Grasty

    RE/MAX ASSURED

    (321) 516-0992

    1695 Lee Rd Unit B216, Winter Park, FL 32789
  • /42

    $450,000

    • 3 Beds
    • 3 Baths
    • 2,308 Sq Ft

    2224 Shadowland Loop, Winter Park, FL 32792

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Nestled in the heart of Winter Park, 2224 Shadowland Loop offers a beautiful blend of comfort, style, and low-maintenance living in this spacious 3-bedroom, 3-bathroom townhouse. The interior features an inviting open layout

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 450-7733

    2224 Shadowland Loop, Winter Park, FL 32792
  • /33

    $200,000

    • 2 Beds
    • 2 Baths
    • 953 Sq Ft

    225 Lewfield Cir, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. **This property qualifies for a closing cost credit up to $3,300 through the Seller’s preferred lender.** Welcome to this updated 2-bedroom, 2-bath first-floor condo in the heart of Winter Park. Tucked away at the back right corner of the building, this bright unit features hardwood floors throughout and an open living room with sliding glass doors

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 237-3113

    225 Lewfield Cir, Winter Park, FL 32792
  • /51

    $1,499,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,459 Sq Ft

    102 Bell Place, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Dreams Do Come True! This spectacular brand-new 2025 block construction home, crafted with steel framing instead of wood, combines modern luxury with timeless design in one of Winter Park’s up incoming desirable areas—just moments from Interlachen Country Club and the Lakemont Heights neighborhood an NO HOA!Step through the double-door entry

    Agent Photo

    Freddie Crespo

    INVESTOR'S REAL ESTATE LLC

    (321) 490-4832

    102 Bell Place, Winter Park, FL 32792
  • /33

    $650,000

    • 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
  • /35

    $200,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    623 Saint Johns Ct Unit 623, Winter Park, FL 32792

    If you’re searching for a place that feels like home the moment you walk in—not just another condo—this one might be exactly what you’ve been looking for. Nearby to Full Sail University, UCF, restaurants, shopping, entertainment, and major road access, this property is in a prime location. Step through the covered front porch and into a bright, welcoming space with soaring vaulted ceilings, new

    David Dorman CENTURY 21 CARIOTI

    623 Saint Johns Ct Unit 623, Winter Park, FL 32792
  • /44

    $3,399,999

    • 5 Beds
    • 5.5 Baths
    • 4,955 Sq Ft

    1761 Legion Dr, Winter Park, FL 32789

    One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned designer Ted Maines, who reimagined much of the interior with timeless sophistication. Perfectly

    Brian Scanlon SCANLON REALTY GROUP LLC

    1761 Legion Dr, Winter Park, FL 32789
  • /41

    $2,350,000

    • 5 Beds
    • 4 Baths
    • 3,948 Sq Ft

    1205 Mayfield Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. This beautiful two-story residence is located in the highly desired Temple Heights neighborhood in the heart of Winter Park. Situated on an expansive double lot, this well-maintained home offers over 3,900 sq ft of heated living space and features 5 bedrooms and 4 bathrooms in the main home, plus a large separate pool home/In-Law Suite complete with

    Abby Nelson RE/MAX 200 REALTY

    1205 Mayfield Ave, Winter Park, FL 32789
  • /23

    $310,000

    • 2 Beds
    • 2 Baths
    • 1,457 Sq Ft

    2458 Grand Teton Cir, Winter Park, FL 32792

    Welcome to your dream home in Winter Park! This beautifully updated, spacious two-bedroom condo is nestled in the highly sought-after Cedarwood Village Condominium, a well-maintained community known for its charm and appeal. Meticulously cared for, this residence boasts modern elegance with gleaming quartz countertops and premium flooring throughout. The master suite is a true retreat, featuring

    Bryce Jones CHARLES RUTENBERG REALTY ORLANDO

    2458 Grand Teton Cir, Winter Park, FL 32792
  • /23

    $259,900

    • 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
  • /53

    $4,595,000

    • 4 Beds
    • 5 Baths
    • 3,181 Sq Ft

    1336 College Point, Winter Park, FL 32789

    Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past while offering contemporary sophistication. Unlike many historic properties, it is free from preservation restrictions, allowing for seamless enhancements. On the shores of Lake Virginia along the

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1336 College Point, Winter Park, FL 32789
  • /29

    $750,000 Open Sat 12PM - 2PM

    • 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
  • /54

    $1,973,450

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

    2614 Parkland Dr, Winter Park, FL 32789

    One of the most competitively priced, fully remodeled luxury pool homes in the highly sought-after Audubon K-8 and Winter Park school district with over 3,300 square feet of exceptional living space, capped with a brand-new, architecturally stunning tile barrel roof that blends timeless Mediterranean elegance with lasting durability. 2614 Parkland Drive, a fully reimagined luxury residence in the

    Ryan Gaston JW GASTON LLC

    2614 Parkland Dr, Winter Park, FL 32789
  • /28

    $650,000

    • 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
  • /88

    $1,195,000

    • 4 Beds
    • 3 Baths
    • 3,057 Sq Ft

    1092 Wading Waters Cir, Winter Park, FL 32792

    Experience resort-style living every day in this stunning Meritage Homes masterpiece, perfectly situated on a premium waterfront lot with over 200k in upgrades, in the highly sought-after Water’s Edge section of Hawk’s Crest. This elegant home offers breathtaking pond and fountain views, especially enchanting at sunset, and an unparalleled combination of luxury, comfort, and energy

    Tara Haefner KELLER WILLIAMS HERITAGE REALTY

    1092 Wading Waters Cir, Winter Park, FL 32792
  • /32

    $525,000

    • 4 Beds
    • 2 Baths
    • 2,030 Sq Ft

    1713 W Cheryl Dr, Winter Park, FL 32792

    Pool Rescreen coming! Welcome to Winter Park luxury living in the sought-after Carolyn Estates, offering convenience, upscale updates, and a top-tier location. This fully renovated 4-bedroom, 2-bath pool home on a private corner lot, offering over 2,000sq ft of stunning finished space is in move in ready condition. This home combines smart upgrades, designer finishes, and relaxation-focused

    Andi Gamble LPT REALTY, LLC

    1713 W Cheryl Dr, Winter Park, FL 32792
  • /35

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,827 Sq Ft

    676 Dunblane Dr, Winter Park, FL 32792

    This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds | 2 Baths | Bonus Room | This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room, dining area, and a bright breakfast nook. An additional bonus room provides flexible use — ideal as

    Emma Kaplan BALDWIN PARK REALTY LLC

    676 Dunblane Dr, Winter Park, FL 32792
  • /76

    $7,200,000 New Construction

    • 5 Beds
    • 6.5 Baths
    • 5,939 Sq Ft

    550 Palmer Ave, Winter Park, FL 32789

    Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins Residential Design and brought to life by Sean Wulff

    John McDade FANNIE HILLMAN & ASSOCIATES

    550 Palmer Ave, Winter Park, FL 32789
  • /88

    $8,500,000

    • 5 Beds
    • 6 Baths
    • 6,502 Sq Ft

    1112 Preserve Point Dr, Winter Park, FL 32789

    Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordinary Lake Berry home has it all including 1.97 acres of land adjacent to the historic Genius Preserve

    Kelly Price KELLY PRICE & COMPANY LLC

    1112 Preserve Point Dr, Winter Park, FL 32789
  • /6

    $99,000

    • Studio
    • 1 Bath
    • 537 Sq Ft

    3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792

    Attention investors! Take a look at this great opportunity to purchase a Cozy Condo located in Winter Park, FL. This studio condo features beautiful tile floors and lots of closet space. First-floor unit with open patio. Minutes away from Downtown Winter Park, expressway, downtown Orlando, Full Sail, and the University of Central Florida. This community offers a pool, tennis court, and clubhouse.

    Lynda Cheros OAKSTRAND REALTY

    3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792
  • /17

    $918,000

    • 5 Beds
    • 3.5 Baths
    • 3,598 Sq Ft

    5325 Cypress Reserve Place, Winter Park, FL 32792

    ATTENTION BUYERS!! Price adjusted to $918,000 and $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!!The Winter Park Oasis You've Been Waiting For:Imagine waking up in an expansive primary suite, enjoying a cup of coffee by the fireplace, and then stepping out to your backyard oasis the heated, screened-in pool and spa, warmed by eco-friendly solar panels, are

    Dori Estrada LPT REALTY, LLC

    5325 Cypress Reserve Place, Winter Park, FL 32792
  • /28

    $145,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 243, Winter Park, FL 32789

    Reasons you'll love this condo: convenient, cozy and quiet, you can't beat this community for its location and tranquil setting on Lake Killarney. Add to that the brand new air conditioning system (2025), hot water heater (2025) and fresh paint throughout (2025) and you'll see why this unit is for you. Step into the unit through the brand new front door (2025) and you are in the generous living

    Sue Gilman KELLER WILLIAMS WINTER PARK

    2500 Lee Rd Unit 243, Winter Park, FL 32789
  • /20

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft

    3038 Antique Oaks Cir Unit 166, Winter Park, FL 32792

    This unit was restored, with new kitchen cabinets, new ceramic tile in kitchen, living room, dining room and 2ndbathroom. It has been impeccably maintained. Walking distance from Full Sail and only 6.9 miles to UCF.Spacious bedrooms and baths and very comfortable layout. Lovely screened patio off living room. Complexoffers pool, and club house. A/C unit is brand new, installed on

    Manny Celi YOUNG REAL ESTATE

    3038 Antique Oaks Cir Unit 166, Winter Park, FL 32792
  • /26

    $572,500

    • 2 Beds
    • 2 Baths
    • 858 Sq Ft

    640 N Park Ave Unit 26, Winter Park, FL 32789

    A gem in the heart of the city -was completely renovated in 2024, downtown Winter Park -walk to restaurants and shopping, ample parking and private storage. Laundry on 3rd floor and basement. Can be leased. Lots of south sunlight, #26 is on the 2nd floor overlooking pool area. New appliances. Rare opportunity to own in Park Aire!

    Michael O'Shaughnessy MICHAEL O'SHAUGHNESSY, INC.

    640 N Park Ave Unit 26, Winter Park, FL 32789
  • /29

    $389,000

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

    1670 Clematis Ln, Winter Park, FL 32792

    This stunning home has been completely renovated and is ready for you to move in! Featuring 3 bedrooms, 2 full bathrooms, and a screened-in pool with a spacious deck, it blends modern style with everyday comfort. Inside, you’ll find brand-new waterproof laminate flooring, fresh paint throughout, and stylish modern finishes that create a light and inviting atmosphere. The open and spacious common

    Gea Gomez LPT REALTY, LLC

    1670 Clematis Ln, Winter Park, FL 32792
  • /65

    $2,295,000

    • 5 Beds
    • 3.5 Baths
    • 3,691 Sq Ft

    1885 Temple Dr, Winter Park, FL 32789

    Update! ALL NEW Black Steel doors installed 11/2025 and windows with low e-dual pane glass to be installed 12/25 ($150k value!). Black interior and exterior Anderson windows: Dual Pane Low-E Smart Sun Standard Argon Fill Simulated Divided Light (SDL). Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick

    Jennifer Sloan COMPASS FLORIDA LLC

    1885 Temple Dr, Winter Park, FL 32789
  • /22

    $298,000

    • 2 Beds
    • 2 Baths
    • 893 Sq Ft

    609 Gallery Dr Unit 204, Winter Park, FL 32792

    IMMACULATE !!!!! Close to everything from this quiet 2nd floor 2/2 condo at THE GALLERY in Winter Park! Safe 3-minute walk to Publix, restaurants, movies and Crealde Art Center via gated back entrance to complex, Starbucks just outside the other way. Stainless steel and granite, dishwasher, built-in microwave. High ceilings in LR/DR and master. Walk-in closet in master. Screened balcony overlooks

    Olga Ray A2Z REALTY GROUP

    609 Gallery Dr Unit 204, Winter Park, FL 32792
  • /33

    $150,000

    • 1 Bed
    • 1 Bath
    • 749 Sq Ft

    2948 Antique Oaks Cir Unit 94, Winter Park, FL 32792

    Welcome to this bright and cozy 1-bedroom, 1-bathroom corner unit located in the highly desirable Winter Park area of Orlando. This well-maintained condo features ceramic tile flooring throughout, a spacious walk-in closet in the master bedroom, a laundry closet with washer and dryer included, and modern light fixtures. Enjoy the outdoors on your very nice private balcony, and take advantage of

    SANTIAGO SILVA THE PAMPAS REAL ESTATE GROUP, LLC.

    2948 Antique Oaks Cir Unit 94, Winter Park, FL 32792
  • /34

    $550,000

    • 3 Beds
    • 3 Baths
    • 1,602 Sq Ft

    7641 Village Green Dr, Winter Park, FL 32792

    Welcome to this inviting single-family home at 7641 Village Green Dr in desirable Winter Park, FL. This well-maintained residence features 3 bedrooms and 3 full bathrooms across approximately 1,958 square feet of living space -- perfect for comfortable daily living and entertaining. Set on a generous lot of nearly 0.30 acres, the property includes a private fenced-in backyard with an in-ground

    Jannett Marten Compass Florida, LLC

    7641 Village Green Dr, Winter Park, FL 32792
  • /27

    $145,000

    • 2 Beds
    • 2.5 Baths
    • 1,090 Sq Ft

    3021 Aaron Burr Ave Unit 3, Winter Park, FL 32792

    Townhouse 2 bedroom 2.5 bath, both bathrooms on the second floor are remodeled. The Townhome is rent $1,600. The unit is located in Winter Park Area and is close to the shopping and dining. It is also close to public transportation. HOME GUARANTY OF AMERICA HWA 13 MONTH INCLUDED.

    Daiana Garcia Medrano LA ROSA REALTY ORLANDO LLC

    3021 Aaron Burr Ave Unit 3, Winter Park, FL 32792
  • /14

    $2,289,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,334 Sq Ft

    2722 Eastern Pkwy, Winter Park, FL 32789

    Under Construction. Masterfully designed new construction by LUIH Luxury Homes, where architectural elegance and refined livability meet an unbeatable lifestyle. Located in the Audubon Park School District just a short stroll from the iconic East End Market. From its captivating façade to its meticulously curated interiors, every element of this residence has been crafted for those who expect the

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    2722 Eastern Pkwy, Winter Park, FL 32789
  • /30

    $214,900

    • 2 Beds
    • 2.5 Baths
    • 1,031 Sq Ft

    3254 Oak Lake Place Unit 137, Winter Park, FL 32792

    THIS GORGEOUS 2 BED/2.5BATHS MID-CENTURY MODERN ARCHITECTURALLY DESIGNED SINGLE FAMILY HOME IS NEWLY REMODELED AND NESTLED IN WINTER PARK COMMUNITY OF HIDDEN OAKS. THIS ELEGANT HOME FEATURES 1,031 SQ. FT. OF LIVING SPACE, A MODERN SWEDISH KITCHEN FEATURING QUARTZITE COUNTER TOPS WITH FUNCTIONAL DRAWERS, PORCELEN TILE FLOORS. STAINLESS STEELE APPLIANCES INCLUDE RANGE, RANGE HOOD, REFRIGERATOR AND

    Darryl Henderson, Jr GLOBAL ENTERPRISE REALTY GROUP

    3254 Oak Lake Place Unit 137, Winter Park, FL 32792
  • /55

    $1,369,950

    • 4 Beds
    • 4 Baths
    • 3,474 Sq Ft

    952 Moss Ln, Winter Park, FL 32789

    Back on market at no fault of the seller! Brand new Roof and HVAC systems 2025. Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and modern comfort. This captivating 4-bedroom, 3-bathroom home exudes warmth and sophistication, creating an inviting haven for discerning buyers. Sunlight floods every room, highlighting the home’s

    Terry Connors THE SHOP REAL ESTATE CO.

    952 Moss Ln, Winter Park, FL 32789
  • /45

    $1,770,000

    • 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
  • /100

    $6,600,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,636 Sq Ft

    2661 Vía Tuscany, Winter Park, FL 32789

    CALLING HIGHEST AND BEST BY 09/26/2025!! SELLER FINANCING AVAILABLE WITH VERY ATTRACTIVE TERMSIntroducing 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

    Prescilla Vazquez PV LUXURY GROUP PA

    2661 Vía Tuscany, Winter Park, FL 32789
  • /52

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,220 Sq Ft

    100 S Interlachen Ave Unit 404, Winter Park, FL 32789

    Welcome to The Cloisters, an exclusive lakefront enclave located in the heart of Winter Park, offering a rare combination of walkability, lakefront serenity, and bespoke design. Situated on the fourth floor, this fully reimagined residence is the result of a meticulous, full-scale renovation by W Designs LTD and has never been occupied. A striking entry sets the tone with a black-and-white

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 404, Winter Park, FL 32789
  • /50

    $1,375,000

    • 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
  • /25

    $284,900

    • 3 Beds
    • 2 Baths
    • 1,284 Sq Ft

    2335 Inagua Way, Winter Park, FL 32792

    Rare opportunity in beautiful Winter Park - Move in ready 3 bed 2 bath townhome for under $300,000. Super low HOA at only $92/month. Spacious split plan with new roof, newer AC, new carpet in bedrooms, freshly painted, tile, inside laundry, atrium off living room and open floor plan. Patio with storage room and shed. Front entrance & parking area with beautiful pavers. Townhome is on

    Marion McGrath ABSOLUTE REALTY GROUP, LLC

    2335 Inagua Way, Winter Park, FL 32792
  • /30

    $679,000

    • 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

Showing Results 1 - 40, Page 1 of 5

Home Trends in Winter Park, FL

Housing Trends

Median Sale Price
$496,500
Median Single Family Sale Price
$610,000
Median Townhouse Sale Price
$459,000
Median 2 Bedroom Sale Price
$217,500
Median 1 Bedroom Sale Price
$155,000
Average Price Per Sq Ft
$371
Number of Homes for Sale
271
Last 12 months Home Sales
1,036
Months of Supply
3.10
Median List Price
$539,950
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
6%
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