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Explore Similar Condos Within 2 Miles of Windermere, FL

  • /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
  • /26

    $299,995

    • 2 Beds
    • 2 Baths
    • 1,014 Sq Ft

    7421 Sugar Bend Dr Unit 7421, Orlando, FL 32819

    Location, Location, Location, Gated community, charming and well maintained. 2 Bedroom & 2 Bathrooms, 1,014 Sq Ft. The Sanctuary at Bay Hill, sought after family-friendly community. This is a turn-key condo that would be an ideal starter home or a perfect investment opportunity. Seller has updated the following: new AC condenser, new AC piping and newer appliances all replaced within the

    Daniel Goodman CHARLES RUTENBERG REALTY ORLANDO

    7421 Sugar Bend Dr Unit 7421, Orlando, FL 32819
  • /31

    $312,500

    • 2 Beds
    • 2 Baths
    • 1,014 Sq Ft

    7856 Sugar Bend Dr Unit 7856, Orlando, FL 32819

    Welcome to this beautifully updated first-floor condo in the gated Sanctuary at Bay Hill, ideally located in the heart of Dr. Phillips. This 2-bedroom, 2-bath residence offers 1,014 square feet of stylish, move-in-ready living space with new laminate and tile flooring throughout—no carpet. The home has been completely renovated to include all new windows, door, appliances, hot water heater, and

    Michael Julian JULIAN PROPERTIES, INC.

    7856 Sugar Bend Dr Unit 7856, Orlando, FL 32819
  • /47

    $299,000

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

    1300 Eastern Pecan Place Unit 104, Winter Garden, FL 34787

    Welcome to this stunning 1st floor, corner unit, 3-bedroom, 2-bath residence tucked inside the gated community of Southern Pines, where modern updates and resort-style amenities meet a truly unbeatable location. This beautifully thought-out condo features rich laminate flooring that flows beautifully across the main living areas, giving the home a clean and cohesive look.The kitchen shines

    Todd Schroth EXP REALTY LLC

    1300 Eastern Pecan Place Unit 104, Winter Garden, FL 34787
  • /27

    $295,000

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

    7863 Sugar Bend Dr Unit 7863, Orlando, FL 32819

    Discover refined living and a smart investment in this impeccably maintained 2-bedroom, 2-bathroom FIRST-floor condominium in the coveted Dr. Phillips area. This is a turnkey investment with a reliable tenant in place until March 2026, paying $1,950/month, ensuring immediate income.Enjoy modern comforts with recent upgrades including a new washer/dryer, AC, dishwasher, rangehood, kitchen faucet,

    Doori Sung LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

    7863 Sugar Bend Dr Unit 7863, Orlando, FL 32819
  • /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

    $355,000

    • 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
  • /18

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft

    7280 Westpointe Blvd Unit 823, Orlando, FL 32835

    Investor Alert! Turn-Key Condo with Immediate Cash Flow: located in the heart of Metrowest, one of Orlando’s most desirable and well-connected neighborhoods. With a reliable tenant already in place through March 2026, you’ll enjoy consistent rental income from day one — no vacancy, no renovations, no hassle.The unit is nestled in Bermuda Dunes, a resort-style gated community known for its

    Angela Ballesteros Narvaez VESTI LLC

    7280 Westpointe Blvd Unit 823, Orlando, FL 32835
  • /51

    $695,000

    • 3 Beds
    • 3 Baths
    • 1,848 Sq Ft

    6258 Masters Blvd Unit 204, Orlando, FL 32819

    Experience Luxury Living in Bay Hill.Fully Renovated 3 Bedroom Condo in Prime Golf & Lakefront Community.Welcome to your dream home in the heart of the Bay Hill Golf Community, just steps away from the world renowned Bay Hill Golf Club and the Lake Butler Chain of Lakes Marina.This stunning 3 bedroom, 3 bathroom condo has been fully renovated with impeccable modern finishes

    Gustavo Navas ROI AVE LLC

    6258 Masters Blvd Unit 204, Orlando, FL 32819
  • /26

    $195,000 Open Sat 12PM - 3PM

    • 1 Bed
    • 1 Bath
    • 842 Sq Ft

    7350 Westpointe Blvd Unit 215, Orlando, FL 32835

    You've seen the rest, now check out THE BEST. Welcome to Bermuda Dunes— a premier condo experience nestled aside the MetroWest golf course just minutes away from Universal Studios, Epic Universe, International Drive, Premium Outlet Mall, Restaurant-Row, the airport and all the action Orlando has to offer. This modern FIRST FLOOR condo is not only beautifully upgraded and MOVE-IN READY but also

    Angie Kollcaku KELLER WILLIAMS WINTER PARK

    7350 Westpointe Blvd Unit 215, Orlando, FL 32835
  • /35

    $190,000

    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    7220 Westpointe Blvd Unit 1429, Orlando, FL 32835

    Beautifully Updated 1BR/1BA Condo in Gated MetroWest Community – Turnkey & Fully Furnished! Boasting recent upgrades, this move-in ready gem checks every box:** Brand-new HVAC,** light fixtures,** updated kitchen flooring, **remodeled bathroom. Additional highlights include convenient inside laundry with washer and dryer making daily tasks a breeze. **Fully Furnished, just move in!With resort

    Virginia Perez Feliciano ATRIUM REALTY, LLC

    7220 Westpointe Blvd Unit 1429, Orlando, FL 32835
  • /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
  • /34

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft

    7628 Bay Port Rd Unit 43, Orlando, FL 32819

    THIS GREAT OPPORTUNITY THAT WENT QUICKLY IS BACK...Buyer's financing fell through.....JUST LISTED!!! Enjoy carefree luxury living in Phillips Bay, a sought-after gated community in Dr. Phillips. A fantastic opportunity to own the nicest home to hit the market in some time at this price point! Nestled amid a serene nature preserve, this 2-bedroom, 2-bathroom plus bonus room/study/3rd bedroom

    Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

    7628 Bay Port Rd Unit 43, Orlando, FL 32819
  • /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 two 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

    $243,000

    • 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
  • /22

    $350,000

    • 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
  • /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
  • /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

    NEW Roof Coming Summer 2025! 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

    Michelle Corbin ISLEWORTH REALTY LLC

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

    $249,500

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

    7147 Yacht Basin Ave Unit 115, Orlando, FL 32835

    EXCITING BUYER INCENTIVE: $5,000-$10,000 TOWARDS CLOSING COSTS OR RATE BUYDOWN AVAILABLE! Qualified buyers can secure substantial lender credits when working with our preferred lending partner, let's discuss how this game-changing advantage can work for you!Picture yourself sipping coffee as morning sunlight streams through expansive windows, casting a warm glow throughout this beautifully

    Manny Barrios LPT REALTY, LLC

    7147 Yacht Basin Ave Unit 115, Orlando, FL 32835
  • /17

    $207,900

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft

    96 Windtree Ln Unit 203, Winter Garden, FL 34787

    Immediate occupancy.Location, location, location spacious split plan 2 bed 2 bath 2nd story condo. Close to Historic downtown Winter Garden's cafes,boutique shops and lively farmers market. Hospitals,shopping and Dr's minutes away. 20 mins to downtown Orlando and Universal, 30 mins to Orlando International Airport and Disney.Well maintained community with lush landscaping, pool, clubhouse and

    Max Parsons FLORIDA REALTY INVESTMENTS

    96 Windtree Ln Unit 203, Winter Garden, FL 34787
  • /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

    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
  • /52

    $239,900

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

    7135 Yacht Basin Ave Unit 237, Orlando, FL 32835

    CORNER UNIT - 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

    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 CORNER UNIT townhouse nestled in the heart of Dr. Phillips, where modern comfort meets convenience. The 3 BEDROOM, 2 FULL BATHS residence features an open

    Andrea Sider, PA KELLER WILLIAMS WINTER PARK

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

    $996,000

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

    8984 Houston Place, Orlando, FL 32819

    *PRICE REDUCTION* 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
  • /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
  • /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
$1,177,500
Median Single Family Sale Price
$1,330,000
Average Price Per Sq Ft
$503
Number of Homes for Sale
28
Last 12 months Home Sales
56
Months of Supply
6.00
Median List Price
$1,467,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-4%
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