New Listings for Sale in Windermere, FL

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NEW 3 HRS AGO

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
Windermere Landings, Highly desirable community, only five minutes from downtown Windermere, and great school district. Beautiful two story home, Three bedroom Two and half bath with upstairs loft space for a home office. The Kitchen has overlooking the great family room and dining room. wood cabinets, granite countertops, an island, and counter height bar seating. A/C unit was replaced in 2019 with an inverter that helps save on energy and utility expenses. The community has a pool, playground, dog park and a huge land area.

$525,000

3 beds2.5 baths1,977 sq ft

6310 Golden Dewdrop Trl, Windermere, FL 34786

Community pool • Upstairs loft space • Granite countertops

NEW 25 HRS AGO

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
Charming SUMMERPORT home in desirable Windermere! You'll love this lovely 1-story on an oversized corner lot, with 4 bedrooms, 3 full baths, 3-way open & split plan, with high ceilings throughout. Many upgrades include wood floors in all bedrooms, tile floors in all traffic areas, huge open Kitchen with breakfast bar, stainless appliances, Good Morning Nook, and large adjoining Family room, ideal for entertaining and family gatherings! Large combo Living/Dining rooms, pool planned bath, Large covered and screened rear Lanai, inside laundry, oversized back yard and more! Summerport has parks, lakes, trails, close to great Windermere schools, and minutes to all road systems, downtown Or

$625,000

4 beds3 baths2,406 sq ft

4533 River Gem Ave, Windermere, FL 34786

Oversized corner lot • Tile floors • Wood floors

3D WALKTHROUGH

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
Set at the end of a cul-de-sac on a sprawling acre+ lot, this 4 bedroom, 3 bath pool home in Windermere Downs, offers over 3,500 sq ft and sits well back from the road with a long private driveway and an oversized three-car garage, creating a sense of privacy from the moment you arrive. High ceilings and abundant windows fill the home with natural light. The thoughtfully updated kitchen with high-end JennAir appliances and the large family room overlook a stunning resort-style pool and spa, an expansive covered lanai, and a screened pool deck create an exceptional outdoor oasis, all framed by a remarkably large backyard. A double-sided fireplace connects the family room to an additional liv

$1,275,000

4 beds3 baths3,505 sq ft

10442 Birch Tree Ln, Windermere, FL 34786

Private driveway • Screened pool deck • Large backyard

VIDEO TOUR

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
MOVE-IN READY and thoughtfully upgraded, this spacious residence is located in the established Windermere Landing community and offers serene pond views, energy-efficient construction, and a flexible layout designed for modern living. From the moment you arrive, recent improvements are immediately apparent, including a FULL INTERIOR REPAINT, NEW LUXURY VINYL PLANK FLOORING throughout the main living areas, and FRESHLY PAINTED CABINETRY, creating a clean and cohesive presentation throughout the home. The exterior showcases a TILE ROOF and stone accents, reflecting durable construction and classic curb appeal. Upon entry, the home opens to a bright and open interior filled with natural light.

$1,225,000

7 beds5 baths4,751 sq ft

6146 Golden Dewdrop Trl, Windermere, FL 34786

Tile roof • Led lighting • Stone accents

3D WALKTHROUGH

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
Modern sophistication and timeless Windermere charm come together in this fully reimagined residence located just steps from Lake Bessie and the heart of Windermere Town. Set on a beautifully landscaped corner lot with no HOA, this home offers a rare blend of luxury comfort and walkable small town living in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to provide both style and peace of mind, including a new roof, new air conditioning system, new plumbing, new flooring, new drainfield and a new water filtration system along with fresh interior and exterior paint. Inside, light filled living and dining spaces flow effortlessly across ma

$1,224,000

4 beds3.5 baths2,791 sq ft

109 E 12th Ave, Windermere, FL 34786

New plumbing • New flooring • New roof

Property at 11813 Via Lucerna Cir, Windermere, FL 34786, 5 beds, 2.5 baths

$546,300

5 beds2.5 baths2,521 sq ft

11813 Via Lucerna Cir, Windermere, FL 34786

Property at 713 Main St, Windermere, FL 34786, 6 beds, 5 baths

$2,285,000

6 beds5 baths5,513 sq ft

713 Main St, Windermere, FL 34786

Property at 11334 Camden Loop Way, Windermere, FL 34786, 4 beds, 3 baths

$1,275,000

4 beds3 baths3,021 sq ft

11334 Camden Loop Way, Windermere, FL 34786

Property at 6343 Merrick Landing Blvd, Windermere, FL 34786, 2 beds, 2 baths

$339,775

2 beds2 baths1,068 sq ft

6343 Merrick Landing Blvd, Windermere, FL 34786

Property at 5844 Soter Ln, Windermere, FL 34786, 3 beds, 2.5 baths

$449,000

3 beds2.5 baths1,976 sq ft

5844 Soter Ln, Windermere, FL 34786

Property at 7482 Bentonshire Ave, Windermere, FL 34786, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,428 sq ft

7482 Bentonshire Ave, Windermere, FL 34786

Property at 7418 Bentonshire Ave, Windermere, FL 34786, 2 beds, 2.5 baths

$330,000

2 beds2.5 baths1,228 sq ft

7418 Bentonshire Ave, Windermere, FL 34786

Property at 13290 Orange Isle Dr, Windermere, FL 34786, 3 beds, 2 baths

$650,000

3 beds2 baths2,146 sq ft

13290 Orange Isle Dr, Windermere, FL 34786

Property at 13106 Orange Isle Dr, Windermere, FL 34786, 5 beds, 4.5 baths

$899,000

5 beds4.5 baths3,312 sq ft

13106 Orange Isle Dr, Windermere, FL 34786

Property at 8180 Boat Hook Loop #321, Windermere, FL 34786, 3 beds, 2 baths

$325,000

3 beds2 baths1,442 sq ft

8180 Boat Hook Loop #321, Windermere, FL 34786

Property at 11565 Mizzon Dr Unit 101/808, Windermere, FL 34786, 3 beds, 2 baths

$315,000

3 beds2 baths1,442 sq ft

11565 Mizzon Dr Unit 101/808, Windermere, FL 34786

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NEW 32 HRS AGO

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
Welcome to 9282 Woodcrane Drive, a stunning residence nestled in the heart of Winter Garden, Florida. This home showcases modern living with four bedrooms, four bathrooms, and a thoughtfully designed layout that blends comfort and luxury. The home opens with a long gallery-style hallway that visually connects the entry to an inviting backyard, allowing natural light to flow through the space. At the front of the home, a private guest suite with an ensuite bath is positioned just off the main hallway, offering a comfortable and secluded retreat. Continuing down the hall, a den with sliding doors provides a flexible space well suited for a home office, library, media room, or creative studio.

$789,000

4 beds3.5 baths2,650 sq ft

9282 Woodcrane Dr, Winter Garden, FL 34787

Community amenities • Gourmet kitchen • Screened lanai

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
Beautiful estate home in the desirable Brentwood Club in Dr. Phillips, offering spacious living, elegance, and comfort on a large cul-de-sac lot. This impressive residence features approximately 4,400 sq ft with 5 bedrooms, 4 baths, a dedicated office, formal living and dining rooms, and a large family room with fireplace. The gourmet kitchen overlooks the screened pool and patio, perfect for entertaining. The primary suite offers a luxurious retreat, and the upstairs bonus room adds great flexibility. Community offers tennis courts, well-kept grounds, low HOA, no CDD, and a 3-car garage. Convenient to Restaurant Row, shopping, top schools, and major attraction

$1,300,000

5 beds4 baths4,440 sq ft

9537 Castleford Pt, Orlando, FL 32836

Cul-de-sac lot • Screened pool • Gourmet kitchen

3D WALKTHROUGH

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
This truly unique lakefront retreat offers peace, privacy, and exceptional versatility. The home features six bedrooms and four bathrooms, including a private two to three room in-law suite on the lower level with its own full bath. This space is ideal for multigenerational living, extended guests, or added flexibility. The lower level storage/bonus room could be converted to a 2nd kitchen with proper permitting. The main level includes four bedrooms and three bathrooms, two of which have been beautifully updated. A flexible bonus space provides the perfect spot for a home office, or playroom to suit your lifestyle needs. Breathtaking lake views can be enjoyed from both the upper and lower

$915,000

6 beds4 baths3,852 sq ft

8400 Vintage Dr, Orlando, FL 32835

Lakefront retreat • In-law suite • Flexible bonus space

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
Welcome to this newly UPDATED and uniquely UPGRADED 3-bedroom, 2.5-bath END-UNIT townhome in the highly sought-after New Independence/Signature Lakes community of Winter Garden, where thoughtful improvements, stylish finishes, and an unbeatable location come together to say WELCOME HOME! Major updates begin with a newly PAINTED EXTERIOR (2024) and continue inside with FRESH INTERIOR PAINT (2024), updated trim, new 6” baseboards, 3” door casings, upgraded lighting, fans, and fixtures (all 2024!), creating a light, bright, and modern feel throughout. NEW IN 2023 - the home received PREMIUM LUXURY VINYL PLANK wood floors on the main level and upstairs bathrooms, NEW CARPET on the s

$475,000

3 beds2.5 baths1,751 sq ft

5685 New Independence Pkwy, Winter Garden, FL 34787

Covered front porch • Fresh interior paint • Walk-in pantry

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
If you are looking for a project, this is NOT the home for you! This executive pool home is truly move-in ready! Located on almost an acre of land, this 3 bedroom, 2.5 bath home can be your peaceful oasis while maintaining proximity to all the best of the greater Orlando area. With 2506sqft, large functional kitchen, laundry room with extra storage, high ceilings, excellently utilized space, beautiful pool and spa with waterfall, this home is stacked with features. Having fresh paint inside and out, a new roof, new a/c, new water heater, and a water treatment system, you can move in without any concerns. Additionally, you can have the freedom of no HOA, easy conversion to four bedrooms if

$825,000

3 beds2.5 baths2,506 sq ft

537 Woodlawn Cemetery Rd, Gotha, FL 34734

New water heater • New a/c • New roof

ABOUT THIS HOME
New Listing for sale in Windermere, FL:
Step into luxury with this stunning Delaney model by Richmond American Homes, offering approx. 2,300 sq. ft. of high-end living with 3 bedrooms, 2.5 baths, and a versatile flex room. The home features a gourmet kitchen with double ovens, gas appliances, and a tankless water heater, dual laundry rooms including one in the primary suite’s custom closet, and smart upgrades like a cyber cubby with extra outlets and automatic wireless window blinds. Enjoy the AC garage, extra-wide brick paver driveway, UV light AC treatment, and beautifully finished bedrooms—one with sound-dampening and specialty lighting. The flex room shines with moody décor and copper ceiling tiles, while o

$810,000

3 beds2.5 baths2,278 sq ft

Undisclosed address, Winter Garden, FL 34787

Private pool • Dual laundry rooms • Gourmet kitchen

Property at 8922 Bay Cove Ct, Orlando, FL 32819, 4 beds, 2.5 baths

$1,695,000

4 beds2.5 baths3,106 sq ft

8922 Bay Cove Ct, Orlando, FL 32819

Property at 457 Mickleton Loop, Ocoee, FL 34761, 4 beds, 2 baths

$525,000

4 beds2 baths1,975 sq ft

457 Mickleton Loop, Ocoee, FL 34761

Property at 8166 Mosaic Ln, Winter Garden, FL 34787, 3 beds, 3 baths

$459,000

3 beds3 baths2,032 sq ft

8166 Mosaic Ln, Winter Garden, FL 34787

Property at 14512 Bahama Swallow Blvd, Winter Garden, FL 34787, 4 beds, 4 baths

$610,000

4 beds4 baths2,572 sq ft

14512 Bahama Swallow Blvd, Winter Garden, FL 34787

Property at 7704 Kings Passage Ave, Orlando, FL 32835, 3 beds, 3 baths

$799,900

3 beds3 baths2,432 sq ft

7704 Kings Passage Ave, Orlando, FL 32835

Property at 14282 Creekbed Cir, Winter Garden, FL 34787, 4 beds, 4 baths

$949,900

4 beds4 baths3,479 sq ft

14282 Creekbed Cir, Winter Garden, FL 34787

Property at 9054 Shawn Park Pl, Orlando, FL 32819, 4 beds, 4.5 baths

$1,225,000

4 beds4.5 baths3,643 sq ft

9054 Shawn Park Pl, Orlando, FL 32819

Property at 9207 Busaco Park Way, Winter Garden, FL 34787, 5 beds, 4 baths

$1,000,000

5 beds4 baths3,291 sq ft

9207 Busaco Park Way, Winter Garden, FL 34787

Property at 8024 Bluejack Oak Dr, Winter Garden, FL 34787, 3 beds, 2.5 baths

$490,000

3 beds2.5 baths1,784 sq ft

8024 Bluejack Oak Dr, Winter Garden, FL 34787

Property at 14517 Black Lake Preserve St, Winter Garden, FL 34787, 4 beds, 2.5 baths

$690,000

4 beds2.5 baths2,569 sq ft

14517 Black Lake Preserve St, Winter Garden, FL 34787

Property at 14505 Breakwater Way, Winter Garden, FL 34787, 6 beds, 3.5 baths

$859,900

6 beds3.5 baths3,942 sq ft

14505 Breakwater Way, Winter Garden, FL 34787

Property at 272 Longhirst Loop, Ocoee, FL 34761, 3 beds, 2.5 baths

$495,000

3 beds2.5 baths2,056 sq ft

272 Longhirst Loop, Ocoee, FL 34761

Property at 7657 Mount Carmel Dr, Orlando, FL 32835, 4 beds, 3 baths

$751,000

4 beds3 baths2,458 sq ft

7657 Mount Carmel Dr, Orlando, FL 32835

Property at 5638 Craindale Dr, Orlando, FL 32819, 4 beds, 3 baths

$729,500

4 beds3 baths2,747 sq ft

5638 Craindale Dr, Orlando, FL 32819

Based on information submitted to the MLS GRID as of Tue Dec 23 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

New Listings for Sale in Windermere

There are currently 16 new listings for sale in Windermere at a median listing price of $1.72M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windermere stay on the market for 130 days. Popular neighborhoods include Isleworth. This map is refreshed with the newest listings in Windermere every 15 minutes.

In the past month, 2 homes have been sold in Windermere. In addition to houses in Windermere, there were also 2 condos, 1 townhouse, and 0 multi-family units for sale in Windermere last month. Find your dream home in Windermere using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Windermere are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windermere. Our Windermere real estate stats and trends will give you more information about home buying and selling trends in Windermere. If you're looking to sell your home in the Windermere area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windermere with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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