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Winter Park, FL Homes for Sale with Pool

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  • /28

    $199,900

    • 2 Beds
    • 1 Bath
    • 851 Sq Ft

    2500 Lee Rd Unit 220, Winter Park, FL 32789

    **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.** Welcome to 2500 Lee Road, Unit 220, in Winter Park, a beautifully maintained condominium offering stylish, low-maintenance living in one of Central Florida's most convenient locations. Inside, the condo features 2 bedrooms

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    2500 Lee Rd Unit 220, Winter Park, FL 32789
  • /22

    $258,000

    $4K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 20D, Winter Park, FL 32789

    LAKEFRONT COMMUNITY WITH SPECTACULAR SUNSETS OVER BEAUTIFUL LAKE KILLARNEY. LOCATED IN THE CHARMING AND ELLEGANT NEIGHBORHOOD OF WINTER PARK, IN A FULLY REVITALIZED AREA.CONVENIENT TO I-4, PARK AVENUE, FARMER'S MARKETS, TRADER JOE'S, AS WELL AS A MOVIE THEATER, BOUTIQUE SHOPS, RENOWNED RESTAURANTS AND A NATIONALLY RATED ART FESTIVAL - ALL WITHIN A SHORT WALKING DISTANCE.BRIGHT SUN-FILLED

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 20D, Winter Park, FL 32789
  • /37

    $835,000

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,589 Sq Ft

    1090 Wildmeadow Run, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buy-down that reduces the buyer's interest rate and monthly payment.**This luxurious Modern Style home epitomizes maintenance-free living, featuring a premium, state of the art solar system YOU OWN OUTRIGHT, nearly eliminating your cost of

    Agent Photo

    Rod Chevalier

    BHHS FLORIDA REALTY

    1090 Wildmeadow Run, Winter Park, FL 32792
  • /50

    $799,900

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,020 Sq Ft

    1287 Verdant Glade Place, 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.** Welcome to 1287 Verdant Glade Place in Winter Park, a spacious two-story home offering 4 bedrooms, 3 full baths, 1 half bath, and a dedicated office, all thoughtfully arranged within an open floorplan designed for both

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    1287 Verdant Glade Place, Winter Park, FL 32792
  • /36

    $220,000

    $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,578 Sq Ft

    7488 Whisperwood Dr Unit 28, Winter Park, FL 32792

    Rare Two-Story 2BR/2.5BA Condo with Two Private Suites in Winter Park. Highlights: Two-story floor plan condominium with a townhome-style layout, 2 spacious bedrooms, each with its own private ensuite bathroom, 2.5 bathrooms, Functional kitchen with stainless steel appliances, Open-concept living and dining area, Private fenced patio – perfect for relaxing, grilling, or entertaining, Covered

    Agent Photo

    Miranda Azer

    PARKVIEW REAL ESTATE

    7488 Whisperwood Dr Unit 28, Winter Park, FL 32792
  • /65

    $994,000

    Open Sat 12PM - 2PM $156K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,431 Sq Ft

    1800 Magnolia Ave, Winter Park, FL 32789

    Virtually Staged. Temporarily Off the Market to replace driveway and sidewalks. PRICE IMPROVEMENT! NO HOA! Experience refined living in this renovated custom designed home on a corner lot in one of the area’s most peaceful and private neighborhoods. Tucked away at the end of a quiet dead-end street, this residence offers an exceptional blend of craftsmanship, sophistication, and modern comfort.

    Agent Photo

    Kathy Summers

    FLORIDA REALTY INVESTMENTS

    1800 Magnolia Ave, Winter Park, FL 32789
  • /24

    $129,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit E103, Winter Park, FL 32789

    Virtually Staged. Virtually Staged. Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the condo, you're greeted by a bright and spacious living area,

    Agent Photo

    Jason Price

    RE/MAX SELECT GROUP

    1695 Lee Rd Unit E103, Winter Park, FL 32789
  • /38

    $249,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 17D, Winter Park, FL 32789

    MAJOR PRICE ADJUSTMENT!Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has Lake and Pool Views. Spacious Living Spaces and Generously-sized Bedrooms. Unique Updated Kitchen has Sub Zero Refrigerator, Bosch Dishwasher, Solid Surface Counters, unbelievable amount of Storage with Corner Cabinets, Drawers, pull-out Shelving and 3 Tiers of Lighting! Updates

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 17D, Winter Park, FL 32789
  • /29

    $278,000

    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft

    2475 Tahoe Cir, Winter Park, FL 32792

    Turnkey Living in the Heart of Winter Park!Welcome to this beautifully maintained 2-bedroom, 2-bath townhome offering the perfect blend of comfort, convenience, and low-maintenance living. Vacant and move-in ready, this home has been freshly painted and features a recently replaced air conditioning system, providing peace of mind for its next owner.Inside, you'll find a thoughtfully

    Agent Photo

    Sarah Doyer

    COLDWELL BANKER REALTY

    2475 Tahoe Cir, Winter Park, FL 32792
  • /15

    $175,000

    • 1 Bed
    • 1 Bath
    • 732 Sq Ft

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

    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 Built-in Closets, Vanity and

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

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

    $465,000

    Open Sat 11AM - 2PM $10K 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
  • /31

    $259,000

    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft

    2433 Grand Teton Cir Unit 112433, Winter Park, FL 32792

    Welcome to 2433 Grand Teton Circle in the sought-after Cedarwood Village community of Winter Park, where move-in ready living, thoughtful updates, and an unbeatable location come together. Featuring the largest floor plan in the community, this spacious condo has been refreshed with brand-new carpet and fresh interior paint, offering a bright, inviting space that’s ready for its next owner. The

    Agent Photo

    Alexis Jacobsen

    EXP REALTY LLC

    2433 Grand Teton Cir Unit 112433, Winter Park, FL 32792
  • /46

    $320,000

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft

    5781 Shale Ct, 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.** Welcome to 5781 Shale Court in Winter Park, a 2-bedroom, 2-bath home designed for comfortable everyday living. This one-story residence offers a practical layout with space for relaxing, dining, and hosting guests. The

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    5781 Shale Ct, Winter Park, FL 32792
  • /22

    $180,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft

    2923 Antique Oaks Cir Unit 34, Winter Park, FL 32792

    PRICE IMPROVEMENT! TOP FLOOR CORNER UNIT in the heart of Winter Park! This well-maintained 2-bedroom, 2-bath condo offers spacious living, abundant natural light, and a functional open layout perfect for everyday living or investment potential. Step inside to find a bright and airy living and dining area with sliding glass doors leading to a private screened-in balcony — the perfect spot to relax

    Steven Pugh EXP REALTY LLC

    2923 Antique Oaks Cir Unit 34, Winter Park, FL 32792
  • /20

    $458,000

    $42K 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 include: - Newer

    Bernardo Carrasquel B EXP REALTY LLC

    501 Heritage Blvd, Winter Park, FL 32792
  • /49

    $1,149,900

    $49K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,652 Sq Ft

    1448 Lake Florence Way, Winter Park, FL 32792

    Located within an intimate gated community of just 28 homes and only a short drive to Downtown Winter Park, this exceptional former model home by K. Hovnanian Homes showcases over $200,000 in builder and custom upgrades with luxury finishes and thoughtful design throughout. Residents enjoy access to a private community dock, perfect for launching a canoe or paddleboard or simply relaxing while

    Abby Nelson RE/MAX 200 REALTY

    1448 Lake Florence Way, Winter Park, FL 32792
  • /34

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 2,607 Sq Ft

    3069 Stanfield Ave, Orlando, FL 32814

    This exceptional Baldwin Park residence pairs a charming craftsman exterior with a masterfully reimagined interior that blends warm character and a clean, modern aesthetic. The grand entrance immediately sets the tone with a stylish staircase featuring automatic LED lighting, a light-toned wooden handrail, and sleek horizontal black metal infill bars. Nearby, a private front study serves as a

    Brian Cirillo BALDWIN PARK REALTY LLC

    3069 Stanfield Ave, Orlando, FL 32814
  • /51

    $2,650,000

    New Construction $150K 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
  • /5

    $138,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 776 Sq Ft

    1000 S Semoran Blvd Unit 404, Winter Park, FL 32792

    Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool

    Scott Butts KIMBRIDGE REALTY, LLC

    1000 S Semoran Blvd Unit 404, Winter Park, FL 32792
  • /53

    $4,250,000

    • 4 Beds
    • 6 Baths
    • 4,431 Sq Ft

    229 Alexander Place, Winter Park, FL 32789

    Envisioned by acclaimed architect Phil Kean and originally commissioned as the International Showcase Home for the National Association of Home Builders, this award-winning contemporary estate is a masterclass in modern design. Tucked away on a prestigious cul-de-sac between Lake Osceola and the iconic Alfond Inn, the residence offers unparalleled privacy just two blocks from Park Avenue's

    Brandon Geers COMPASS FLORIDA LLC

    229 Alexander Place, Winter Park, FL 32789
  • /76

    $6,495,000

    New Construction $705K PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 5,939 Sq Ft

    550 Palmer Ave, Winter Park, FL 32789

    Exquisite new construction with 5 Bedrooms 6.5 Baths and a 3 car garage, 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

    John McDade FANNIE HILLMAN & ASSOCIATES

    550 Palmer Ave, Winter Park, FL 32789
  • /42

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,495 Sq Ft

    2372 Sun Valley Cir Unit 2372, Winter Park, FL 32792

    Welcome to this beautifully updated condo, ideally nestled between Winter Park and Maitland. This inviting home features a versatile upstairs loft overlooking the living and dining areas—perfect for a home office, fitness space, craft room, or additional guest accommodations. The bright, cheerful eat-in kitchen is both stylish and functional, showcasing quartz countertops, a glass tile

    Sheila Mathews COLDWELL BANKER REALTY

    2372 Sun Valley Cir Unit 2372, Winter Park, FL 32792
  • /11

    $138,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 776 Sq Ft

    1000 S Semoran Blvd Unit 408, Winter Park, FL 32792

    Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool

    Scott Butts KIMBRIDGE REALTY, LLC

    1000 S Semoran Blvd Unit 408, Winter Park, FL 32792
  • /6

    $2,235,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,150 Sq Ft

    926 Enclave Place, Winter Park, FL 32792

    Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a

    Laura Earl CORCORAN PREMIER REALTY

    926 Enclave Place, Winter Park, FL 32792
  • /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 GOLDENCREST REALTY LLC

    3069 Aaron Burr Ave Unit 1, Winter Park, FL 32792
  • /4

    $2,050,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,813 Sq Ft

    930 Enclave Place, Winter Park, FL 32792

    Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a

    Matthew Burks CORCORAN PREMIER REALTY

    930 Enclave Place, Winter Park, FL 32792
  • /47

    $614,500

    $21K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,785 Sq Ft

    2708 Lion Heart Rd, Winter Park, FL 32792

    Welcome to 2708 Lion Heart Rd, where timeless charm meets modern elegance in the heart of Winter Park. This beautifully reimagined home has been thoughtfully renovated from top to bottom, offering a seamless blend of style, comfort, and functionality. Step inside to discover brand-new luxury vinyl plank flooring flowing throughout, creating a warm and cohesive feel in every room. The stunning

    Navid Rokh EQUITYPRO LLC

    2708 Lion Heart Rd, Winter Park, FL 32792
  • /67

    $4,900,000

    • 5 Beds
    • 5.5 Baths
    • 4,961 Sq Ft

    1180 Via Lugano, Winter Park, FL 32789

    A pristine location in the Vias of Winter Park, this refined Santa Barbara-inspired Mediterranean estate rests on nearly half an acre — a rare double lot. A 2006 custom build by Maroon Fine Homes and renovated in 2024 by Greg Hardwick, this estate blends timeless architecture with comfortable sophistication and functionality. A stone’s throw to the celebrated shops and dining of Park Avenue,

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1180 Via Lugano, Winter Park, FL 32789
  • /83

    $1,888,888

    $300K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,382 Sq Ft

    2032 Kimbrace Place, Winter Park, FL 32792

    A PRIVATE RESORT-STYLE SANCTUARY IN THE HEART OF WINTER PARK5 Bedrooms | 4 Bathrooms | 3,400+ SF|Saltwater Pool & Spa|Minutes to Park AvenueWelcome to a rare offering where luxury, tranquility, and architectural sophistication converge. Nestled in one of Winter Park's most desirable neighborhoods, just minutes from the boutiques, fine dining, and cultural attractions of Park Avenue, this

    Rob Sassos SIMPLICITY: A RE BROKERAGE CO

    2032 Kimbrace Place, Winter Park, FL 32792
  • /41

    $185,000

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

    7450 Wynnewood Square Unit 189, Winter Park, FL 32792

    This charming 2-bedroom, 2.5-bathroom townhome style condo offers the perfect blend of comfort and convenience. Enjoy the peace of mind that comes with a new AC (2025), a new roof (2021), newer water heater (2019) and new refrigerator and dishwasher ensuring your home is both energy-efficient and well-maintained. The entire first floor features ceramic tile, while the upstairs boasts beautiful

    Kimberly King GLOBAL PROPERTIES SALES & MGMT

    7450 Wynnewood Square Unit 189, Winter Park, FL 32792
  • /59

    $2,195,000

    $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,691 Sq Ft

    1885 Temple Dr, Winter Park, FL 32789

    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 home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich

    Jennifer Sloan COMPASS FLORIDA LLC

    1885 Temple Dr, Winter Park, FL 32789
  • /59

    $2,099,990

    New Construction
    • 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
  • /36

    $405,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,533 Sq Ft

    3440 Allston Ln, Winter Park, FL 32792

    Exceptional Single-Family Home in Winter Park, FLThis beautifully maintained 3-bedroom, 2.5-bathroom residence offers an impressive open floor plan with elegant laminate flooring throughout, updated just two years ago. The renovated kitchen (2019) features granite countertops and comes fully equipped with all appliances. Major capital improvements include a new roof (2019) and a new HVAC

    Hugo Hernandez EXIT GLOBAL REALTY

    3440 Allston Ln, Winter Park, FL 32792
  • /33

    $458,500

    $37K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft

    5340 N Lake Burkett Ln, Winter Park, FL 32792

    Private Lake Access & 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. Reserved primarily for neighborhood residents and their guests, this unique amenity provides an incredible opportunity to enjoy biking, boating, waterskiing, and lakeside recreation

    Tanya McDonnell RE/MAX TOWN & COUNTRY REALTY

    5340 N Lake Burkett Ln, 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
  • /46

    $799,000

    $26K 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

    $425,000

    • 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 interior 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

    Rosemary Siegler KELLER WILLIAMS ELITE PARTNERS III REALTY

    1995 Canny Cove, Winter Park, FL 32792
  • /10

    $1,749,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,715 Sq Ft

    2525 Lafayette Ave, Winter Park, FL 32789

    Under Construction. Currently under construction by LUIH Luxury Homes, this exceptional new construction residence is anticipated for completion in November 2026 and brings contemporary design and elevated living to one of Winter Park's most desirable neighborhoods. Offering 4 bedrooms, 3.5 bathrooms, and 2,715 square feet of thoughtfully designed living space, the home blends clean architectural

    Matt Tomaszewski CORCORAN PREMIER REALTY

    2525 Lafayette Ave, Winter Park, FL 32789
  • /3

    $85,000

    • 2 Beds
    • 1.5 Baths
    • 1,085 Sq Ft

    252 Scottsdale Square Unit 252, Winter Park, FL 32792

    Great location for homeowner or investor. Located close to FullSail and UCF and major roads, shopping, eating and more. Don't hesitate to see this one before it is gone!

    Lisa Wright CHARLES RUTENBERG REALTY ORLANDO

    252 Scottsdale Square Unit 252, Winter Park, FL 32792
  • /35

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft

    3740 Hawthorne Ln, Winter Park, FL 32792

    This is an Excellent split plan pool home. Tile floors in the Family room, Living Room, and Dining room keep with the Florida syle. The bedrooms feature wood floors in all the bedrooms.The screened in pool is also heated and has a Heated Spa. It is conveniently located in Seminole County with a Winter Park address. It also features a ROOF that is only two years old ! You can cool off in the

    John Crea FLORIDA REALTY INVESTMENTS

    3740 Hawthorne Ln, Winter Park, FL 32792

Showing Results 1 - 40, Page 1 of 5

Home Price Trends

Median Sale Price
$489,020
Median Single Family Sale Price
$614,750
Median Townhouse Sale Price
$430,000
Median 2 Bedroom Sale Price
$252,500
Median 1 Bedroom Sale Price
$156,250
Average Price Per Sq Ft
$374
Number of Homes for Sale
315
Last 12 months Home Sales
1,017
Months of Supply
3.70
Median List Price
$533,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
2%
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