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Explore Similar Condos Within 2 Miles of Windermere, FL

  • /47

    $367,000

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    6936 Della Dr Unit 33, Orlando, FL 32819

    Discover the coveted Dr. Phillips lifestyle at 6936 Della Drive, Apt 33, Orlando, FL 32819, where this exceptional first-floor condominium in Carriage Homes at Southampton seamlessly blends the spaciousness and privacy of a single-family home with the ease of condominium living. Offering three bedrooms and two bathrooms, this residence provides comfortable and convenient living for any lifestyle.

    Agent Photo

    William Tordjman

    FLAT FEE FLORIDA REALTY LLC

    (321) 635-0763

    6936 Della Dr Unit 33, Orlando, FL 32819
  • /32

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    7532 Bay Port Rd Unit 18, Orlando, FL 32819

    Welcome to your stunning condo at Phillips Bay, nestled in the highly sought-after Dr. Phillips area of Southwest Orlando. This beautifully updated residence boasts a modern aesthetic with upgraded windows, bathrooms, kitchen, flooring, sliding door, and a welcoming main staircase.Experience the spacious layout that features an open floor plan, perfect for both entertaining and everyday

    Agent Photo

    Bobby Baldor

    EXP REALTY LLC

    (321) 324-0634

    7532 Bay Port Rd Unit 18, Orlando, FL 32819
  • /34

    $298,900

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft

    130 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

    LOCATION, LOCATION, LOCATION, Rare opportunity to acquire a Large 3/2+ Open Office Condominium in the Gated Southern Pines Community that is located in the heart of the City of Winter Garden. The Front Door Entry leading to this unit is located on First Floor, taking stairs to the Open and Spacious residence all being located on the second floor with no residence above you.Waterproof Luxury

    Donna Murray DIVA PROPERTIES OF DISTINCTION, INC.

    130 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
  • /21

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft

    417 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

    This amazing ready to move in 2 bed / 2 bath condo in the pristine gated community of Southern Pines with a lot of amenities. Located in the heart of charming Winter Garden and only 15 miles to Orlando. Condo Includes: 1 car GARAGE - Bonus room which is attached to living room, Walk-in closets in both bedrooms and In-unit laundry closet. Community Features Include: Water, internet, exterior &

    Susan Young REALTY HUB

    417 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
  • /41

    $359,000

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    7021 Della Dr Unit 51, Orlando, FL 32819

    Location, Location. Location. This beautiful 2 bedrooms 2 bathrooms condo in the heart of Dr. Phillips at The Carriage Homes is exactly what you were looking for. With an ample balcony overlooking a pond and the east skies, sip every morning a cup of coffee while enjoying a beautiful sunrise. Kitchen is fully equipped with stainless steel appliances, a window and sliding door that connects to

    Sonia Frederick BAHIA INTERNATIONAL REALTY

    7021 Della Dr Unit 51, Orlando, FL 32819
  • /33

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

    Welcome to your move-in ready condo in the heart of Winter Garden! Located in a gated resort-style community, this beautifully updated 2-bedroom, 2-bathroom first-floor unit offers low-maintenance living and fantastic amenities. Step inside to find brand new luxury vinyl flooring, fresh carpet in the bedrooms, and a split-bedroom layout for added privacy. The kitchen shines with new appliances,

    Kristine McKinley RE/MAX TOWN & COUNTRY REALTY

    430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
  • /36

    $289,000

    • 2 Beds
    • 2 Baths
    • 1,075 Sq Ft

    7806 Sugar Brook Ct, Orlando, FL 32819

    Location Location! Come check out this beautifully renovated condo in the heart of the gated Dr. Phillips community, Sanctuary at Bay Hill. The split, two bedroom/two bath floor plan has new luxury vinyl plank flooring/baseboards, fresh neutral colored paint, new black hardware and new washer and dryer Each spacious bathroom has its own beautifully designed tile work. . Enjoy your screened-in

    Eric Jia NUMBER 1 BROKER, LLC

    7806 Sugar Brook Ct, Orlando, FL 32819
  • /22

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,808 Sq Ft

    7613 Bay Port Rd Unit 34, Orlando, FL 32819

    Gorgeous 3 Bedroom 2 Bath located in Phillips Bay. Home is located on the 2nd floor. Stairs immediate when you enter the front door. The interior has beautiful Crown Molding throughout. Includes Living Room, Dining Room, Kitchen with Breakfast Nook. Master Bath with Walk In Closet, Split Floorplan, Washer and Dryer, Ceiling Fans, Large Screened in Porch and much much more! Community is

    Justin V LaManna HOMEVEST REALTY

    7613 Bay Port Rd Unit 34, Orlando, FL 32819
  • /54

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,486 Sq Ft

    7021 Della Dr Unit 52, Orlando, FL 32819

    BEAUTIFULLY UPDATED POND-VIEW CONDO IN DR PHILLIPS!Move-in ready and full of upgrades, this 3-bedroom, 2-bathroom condo offers 1486SF of bright, open living space in one of Orlando’s most sought-after neighborhoods. Enjoy peaceful pond views right from your backyard, adding to the condo’s serene appeal.Recent improvements include brand new luxury vinyl plank flooring, fresh interior paint, a new

    Michael Julian JULIAN PROPERTIES, INC.

    7021 Della Dr Unit 52, Orlando, FL 32819
  • /51

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft

    330 Southern Pecan Cir Unit 104, Winter Garden, FL 34787

    SELLER WILL PAY SIX MONTHS' CONDOMINIUM ASSOCIATION DUES AT CLOSING! Welcome home to this beautifully maintained 3-bedroom, 2-bath condo, end unit, offering the perfect blend of modern living and everyday comfort. Whether you're a growing family, a working professional, or simply looking for a low-maintenance lifestyle, this spacious unit checks the boxes.Features you'll

    Vi Cleveland JULIAN PROPERTIES, INC.

    330 Southern Pecan Cir Unit 104, Winter Garden, FL 34787
  • /20

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft

    142 Southern Pecan Cir Unit 207, Winter Garden, FL 34787

    **SELLER WILLING TO CREDIT $2,000 TOWARDS BUYER'S CLOSING COSTS/INTEREST RATE BUY-DOWN/PAINT CREDIT**Welcome to the Southern Pines community and carefree low maintenance living in this 2BD/2BA second floor unit delivering an ideal SPLIT BEDROOM FLOOR PLAN, a thoughtfully UPDATED KITCHEN and BATHS, and light and bright OPEN CONCEPT living with the added bonus of a sunroom complete with built-in

    Jennifer Wemert WEMERT GROUP REALTY LLC

    142 Southern Pecan Cir Unit 207, Winter Garden, FL 34787
  • /48

    $307,770

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft

    200 Southern Pecan Cir Unit 105, Winter Garden, FL 34787

    Stunning 3/2 condo in Winter Garden. This updated unit features new paint and carpet throughout with loads of natural light in a corner, end unit with no neighbors on one side. Fresh, clean, open living area with a separate office space, and a split bedroom layout. Each bedroom has its own walk-in closet and storage space. The laundry room is fully equipped with full-size washer and dryer and a

    Fernando Barragan RE/MAX TOWN CENTRE

    200 Southern Pecan Cir Unit 105, Winter Garden, FL 34787
  • /55

    $222,900

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    7320 Westpointe Blvd Unit 531, Orlando, FL 32835

    Spacious 2/2 condo on 3rd floor with panoramic view of golf course from large covered corner balcony. Bedrooms are set up as 2 masters for privacy. Condo has 1 car garage for convenience. Bermuda Dunes is gated with resort-style amenities including upscale clubhouse with wrap-around porch, fitness and deluxe pool. Tennis and volleyball courts also available. Community is located on the West side

    Jessica Quint SIMS REALTY LLC

    7320 Westpointe Blvd Unit 531, Orlando, FL 32835
  • /13

    $215,000

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft

    51 Windtree Ln Unit 101, Winter Garden, FL 34787

    Move-in ready 2-bedroom, 2-bathroom gem located in the heart of Winter Garden. Whether you're looking for your first home or a smart investment opportunity, this property checks all the boxes!Step inside to find freshly painted interiors, easy-to-maintain ceramic tile flooring throughout, and a split-bedroom layout that offers added privacy—perfect for roommates, guests, or growing households.

    Karla Sanchez CENTRIC REALTY SERVICES LLC

    51 Windtree Ln Unit 101, Winter Garden, FL 34787
  • /28

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,206 Sq Ft

    7147 Yacht Basin Ave Unit 132, Orlando, FL 32835

    Welcome to your peaceful 3rd-floor sanctuary in the highly sought-after, gated Crestview community. This freshly painted condo features beautiful laminate wood flooring in the spacious living and dining area, complemented by brand-new carpet in all bedrooms. The king-size master suite offers a walk-in closet and a private, restful retreat, while two generously sized guest bedrooms easily

    Cleve Loveland LOVELAND PROPERTIES

    7147 Yacht Basin Ave Unit 132, Orlando, FL 32835
  • /19

    $244,900

    • 3 Beds
    • 2 Baths
    • 1,206 Sq Ft

    7147 Yacht Basin Ave Unit 119, Orlando, FL 32835

    Beautiful 3-Bedroom, 2-Bath Condo with Ideal Floor Plan – First-Floor Unit!This spacious condo offers a thoughtfully designed layout with an open-concept kitchen flowing into the living and dining areas, perfect for entertaining. The kitchen features brand-new 42” shaker cabinets, sleek quartz countertops, stainless steel appliances, and a convenient breakfast bar.Enjoy new luxury vinyl flooring

    Edickson Mata CFRP REALTY LLC

    7147 Yacht Basin Ave Unit 119, Orlando, FL 32835
  • /33

    $1,999,900

    • 3 Beds
    • 3.5 Baths
    • 2,394 Sq Ft

    8988 Houston Place Unit 303, Orlando, FL 32819

    Welcome to the waterfront penthouse in desirable Bay Hill, an architectural masterpiece meticulously designed and offering sweeping panoramic views of the Butler Chain of Lakes. Spanning an impressive 2,394 square feet of sleek living space, PH303 redefines luxury with 180-degree vistas and three separate, sprawling balconies that seamlessly connect the interiors for an exceptional indoor-outdoor

    Leslie Heimer PREMIER SOTHEBYS INT'L REALTY

    8988 Houston Place Unit 303, Orlando, FL 32819
  • /17

    $260,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    304 Southern Pecan Cir Unit 105, Winter Garden, FL 34787

    Charming 2-Bedroom Condo in Sought-After Winter Garden! Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo offering 1152 square feet of comfortable living space in one of Winter Garden's most desirable communities. Perfectly located just minutes from premier shopping, dining and entertainment, this blends convenience with lifestyle. Inside, you'll find a spacious open-concept

    Erica Diaz HOMEVEST REALTY

    304 Southern Pecan Cir Unit 105, Winter Garden, FL 34787
  • /44

    $219,000

    • 3 Beds
    • 2 Baths
    • 1,206 Sq Ft

    7109 Yacht Basin Ave Unit 430, Orlando, FL 32835

    Incredible Value – Priced to Sell. Beautifully maintained, bright, and spacious 3-bedroom, 2-bath corner unit located on the top floor in a gated MetroWest community. Listed well below other 3/2 units in the same community, which range from $260K–$280K — this is an unbeatable deal!New roof (2024), HVAC system (2023), brand new refrigerator, inside laundry with new washer and dryer. Spacious

    Laura Heredia NEW HEIGHTS REALTY GROUP

    7109 Yacht Basin Ave Unit 430, Orlando, FL 32835
  • /31

    $225,000

    • 1 Bed
    • 1 Bath
    • 842 Sq Ft

    7230 Westpointe Blvd Unit 1222, Orlando, FL 32835

    Stylishly Renovated 1-Bedroom Condo with Garage in Bermuda Dunes! Welcome to your new home, a beautifully upgraded 1-bedroom, 1-bathroom condo located in the highly sought-after Bermuda Dunes community in the heart of Metrowest. This second-floor unit offers a perfect blend of modern updates, resort-style amenities, and a rare 1-car garage—ideal for homeowners or savvy investors. Inside, you'll

    Joshua Neudigate MARKET CONNECT REALTY LLC

    7230 Westpointe Blvd Unit 1222, Orlando, FL 32835
  • /37

    $175,000

    • 1 Bed
    • 1 Bath
    • 842 Sq Ft

    7240 Westpointe Blvd Unit 1122, Orlando, FL 32835

    LOCATION, LOCATION, LOCATION! Welcome to Metrowest, to the Bermuda Dunes community. This condominium is surrounded by the Metrowest Golf Course and offers resort-style amenities such as a pool, hot tub, tennis and volleyball courts, a clubhouse with a meeting room, and much more. Discover this fabulous 1-bedroom, 1-bathroom unit, located on the second floor, with a tranquil balcony where you can

    Janessi Rodriguez AGENT TRUST REALTY CORPORATION

    7240 Westpointe Blvd Unit 1122, Orlando, FL 32835
  • /34

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 2,612 Sq Ft

    5940 Chesapeake Park Unit 47, Orlando, FL 32819

    Discover a rare opportunity to own in the desirable Bay Hill Village, a hidden gem within the prestigious Bay Hill community in Central Florida. With its sought-after single-story floor plan, this villa is positioned on a beautifully landscaped, oversized lot within the community, ensuring both privacy and tranquility. The stunning residence offers 2,600 square feet of living space with 3

    Michelle Corbin ISLEWORTH REALTY LLC

    5940 Chesapeake Park Unit 47, Orlando, FL 32819
  • /64

    $259,500

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    7147 Yacht Basin Ave Unit 115, Orlando, FL 32835

    Move-In Ready 3BR/2BA Condo in MetroWest!Discover this well-maintained first-floor condo in the desirable Crestview Community of MetroWest! With plenty of natural light, this condo offers a spacious and inviting feel.The thoughtfully designed split floor plan features a large primary suite with a walk-in closet and a private bath with a tub/shower combo. The second and third bedrooms are on the

    Manny Barrios LPT REALTY, LLC

    7147 Yacht Basin Ave Unit 115, Orlando, FL 32835
  • /40

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    7616 Spring Bay Cove Unit S, Orlando, FL 32819

    For a complete REAL walk through of this home find the Video or Virtual Tour button somewhere on this page! Picture yourself enjoying your morning coffee and evening cocktails with a magnificent lakefront view. The setting of Spring Lake combined with the desirable area of Dr. Phillips makes this hidden gem the perfect retreat. Don’t miss this rare opportunity to own a piece of paradise at Spring

    Bobby Christiano COLDWELL BANKER RESIDENTIAL RE

    7616 Spring Bay Cove Unit S, Orlando, FL 32819
  • /22

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    130 Southern Pecan Cir Unit 102, Winter Garden, FL 34787

    Don't miss this 2/2 condo in beautiful and popular Winter Garden! This unit features updated appliances,Dryer 2024, and Refrigerator 2024. It has an open living area and a separate office space,and offers privacy with a split bedroom layout. Each bedroom has its own walk-in closet and ceiling fans. TheCOA amenities include a resort style clubhouse with pool/spa, tennis courts, fitness center,

    Jen Grasso HOME WISE REALTY GROUP, INC.

    130 Southern Pecan Cir Unit 102, Winter Garden, FL 34787
  • /28

    $187,000

    • 2 Beds
    • 1 Bath
    • 1,021 Sq Ft

    7350 Westpointe Blvd Unit 224, Orlando, FL 32835

    Welcome to Your Oasis in Metrowest's Premier Golf Community! This charming 2-Bedroom, 1-Bathroom unit offers incredible upgrades and a serene terrace where you can relax and take in breathtaking sunset views surrounded by nature. The community boasts fantastic amenities, perfect for creating memorable moments with family and friends. Conveniently located near top-rated restaurants, world-famous

    Carlos Ledo YOU HAVE REALTY LLC

    7350 Westpointe Blvd Unit 224, Orlando, FL 32835
  • /25

    $219,000

    • 2 Beds
    • 1 Bath
    • 1,021 Sq Ft

    7270 Westpointe Blvd Unit 914, Orlando, FL 32835

    Excellent value on this 2 BR residence in Bermuda Dunes, a condo community nestled aside the MetroWest golf course. Updated and move-in ready! Layout features open common living space and split bedroom plan. Living room makes a great gathering space and has built-in shelving – perfect for your décor or electronics. Contemporary kitchen boasts trendy raised panel white-tone cabinetry, granite

    Iris Glover KELLER WILLIAMS CLASSIC

    7270 Westpointe Blvd Unit 914, Orlando, FL 32835
  • /34

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,466 Sq Ft

    7280 Westpointe Blvd Unit 820, Orlando, FL 32835

    Discover comfort and convenience in this beautiful 3-bedroom, 2-bath condo on Metro West. This property is nestled within a gated community. The condo features a well-designed, spacious kitchen perfect for preparing meals and hosting guests. Amenities abound, with access to tennis courts and an inviting swimming pool, heater spa, fitness center, car wash bay, and business center in the clubhouse.

    Jesus Garcia COMPASS FLORIDA LLC

    7280 Westpointe Blvd Unit 820, Orlando, FL 32835
  • /52

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,206 Sq Ft

    7135 Yacht Basin Ave Unit 237, Orlando, FL 32835

    NEW PRICE -MOTIVATED SELLER - NEW ROOF was just installed - Beautifully maintained Third floor 3/2 CORNER UNIT overlooking the greens and preserves, adjacent to Turkey Lake Park .Partly renovated, granite counter - Home Warranty - Waterproof Vinyl tiles in the living/dining/bedrooms. Tiles in kitchen hallway and bathroom. Inside laundry comes with a washer and dryer. Spacious master bedroom has

    Anne Texier-Fabri DALTON WADE INC

    7135 Yacht Basin Ave Unit 237, Orlando, FL 32835
  • /32

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    7700 Carriage Homes Dr Unit 4, Orlando, FL 32819

    ANOTHER PRICE ADJUSTMENT and NEW INTERIOR PHOTOS! Don't miss this investment opportunity! Conveniently located near Restaurant Row/ Sand Lake Road, where you will find beautiful shops and restaurants. Welcome to this ONE STORY beautiful townhouse nestled in the heart of Dr. Phillips, where modern comfort meets convenience. The 3 BEDROOM, 2 FULL BATHS residence features an open floor plan, high

    Andrea Sider, PA KELLER WILLIAMS WINTER PARK

    7700 Carriage Homes Dr Unit 4, Orlando, FL 32819
  • /30

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 2,155 Sq Ft

    8984 Houston Place, Orlando, FL 32819

    *MOTIVATED SELLER* Rare opportunity to own a first-floor unit and discover the epitome of lakefront living in this stunning two-bedroom, two-bath condominium in the desirable Masters Condos in Bay Hill. Immerse yourself in unobstructed views of the Lake Butler Chain of Lakes including covered boat slip with an electrical lift in your backyard. This meticulously maintained condominium boasts

    Leslie Heimer PREMIER SOTHEBYS INT'L REALTY

    8984 Houston Place, Orlando, FL 32819
  • /40

    $169,900

    • 1 Bed
    • 1 Bath
    • 842 Sq Ft

    7250 Westpointe Blvd Unit 1035, Orlando, FL 32835

    Fantastic 1/1 condo unit in the gated community of Bermuda Dunes! Community nestles in the middle of a golf club and offers a resort-style amenities including pool, jacuzzi, tennis and volleyball courts, clubhouse with meeting room and much more. The Condo has spacious areas. Master bedroom has walk-in closet. No Carpets ...Minutes away from Community Colleges, Restaurants/Shopping and Theme

    Kelly De Lima Perez SUMMERHILL REALTY GROUP LLC

    7250 Westpointe Blvd Unit 1035, Orlando, FL 32835
  • /2

    $238,900

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft

    142 Windtree Ln Unit 202, Winter Garden, FL 34787

    ''STUNNING RENOVATED CONDO FOR SALE! Experience the ultimate in comfort and convenience in this beautifully updated 2 bedroom, 2 bathroom condo! Features: Renovated with modern carpet and vinyl floors Gorgeous granite countertops Updated appliances for effortless entertaining Washer and dryer included for added convenience! Perfectly located just minutes from: Top-rated public schools Fresh

    Kevin Isaacs Own At Last

    142 Windtree Ln Unit 202, Winter Garden, FL 34787

Why Live in Windermere

Windermere is a small, exclusive neighborhood situated in the middle of the Butler Chain of Lakes, known for its luxurious waterfront real estate and celebrity residents. The area features custom-built homes with high-end amenities, including saunas, resort-style pools, and private boat docks. Home styles range from Mediterranean mansions to modern designs, with sizes varying from 1,500 to 15,000 square feet on lots between 7,000 square feet and over 2 acres. The neighborhood is home to the prestigious Isleworth Golf and Country Club, which boasts a nearly 90,000-square-foot clubhouse, spa, and infinity pool. Residents enjoy numerous outdoor attractions, such as Bird Island for jet skiing and Lake Bessie Lakefront Park for biking. Windermere also hosts a variety of community events, including Food Truck Nights, PetFest, and a weekly farmer’s market. Dining options feature local favorites like Pizza 14 and Dixie Cream Café. Windermere Elementary School is highly rated, contributing to the neighborhood's appeal for families. Safety in Windermere is comparable to the national average, providing a secure environment for residents. The neighborhood is conveniently located 15 miles from Downtown Orlando and 10 miles from Walt Disney World Resort, making it a central and desirable location for those seeking a blend of luxury and accessibility.

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$1,200,000
Median Single Family Sale Price
$1,425,000
Average Price Per Sq Ft
$505
Number of Homes for Sale
28
Last 12 months Home Sales
53
Months of Supply
6.30
Median List Price
$1,525,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
0%
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