Location: Windermere, Windermere
Do Not Show Listings
10624 REAMS RD, WINDERMERE, FL 34786
$499,000236 Days on yellowkey MLS ID: O6338130
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2092 Built: 2014Monthly Fee: $81 Tax: $5,459 (2024)Community: Windermere Trls Ph 1CSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,459
Elementary School: Bay Lake Elementary
High School: Windermere High School
Tax Year: 2024
Middle School: Horizon West Middle School
Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary suite offers a walk-in closet, dual sink vanity, and walk-in shower, while the upstairs loft provides a versatile space for a playroom, office, or media area. Recent updates include a new A/C (2022) and water heater (2023). Windermere Trails offers fantastic community amenities, including a resort-style pool, playground, picnic areas, and scenic walking trails. Located near top-rated (A+) schools, beautiful parks, and a variety of dining and entertainment options, this home combines comfort, convenience, and lifestyle. Don’t miss this opportunity—schedule your private tour today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jeff Taulbee (407-622-2122)
8415 VIVARO ISLE WAY, WINDERMERE, FL 34786
$839,90016 Days on yellowkey MLS ID: O6391460
0 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3038 Built: 2019Monthly Fee: $268 Tax: $11,897 (2025)Community: Windermere Isle Ph 2Single Family
Taxes:$11,897
Elementary School: Castleview Elementary
High School: Horizon High School
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Just seven minutes from Walt Disney World, this enchanting Tuscan-inspired home feels like stepping into your own fairytale. Lovingly maintained as the seller’s private vacation haven, it offers the perfect blend of magic and comfort. Ready for its next chapter to begin without lifting a finger. It is ideal as a private getaway or a full-time residence in one of Windermere’s beautiful communities. Thoughtfully designed with elevated finishes, the home features 9-foot ceilings on both levels, grand 8-foot doors, wood railings, upgraded cabinetry, quartz countertops, and designer tile, all beautifully tied together by the Tuscan elevation and its signature tile roof, creating a timeless, storybook exterior. From the charming front porch to the grand foyer with tray ceiling, every detail welcomes you in. The first floor flows effortlessly with warm wood-look porcelain tile, crown molding, and natural light dancing through the spacious family room. Sliding glass doors reveal your own private oasis where a sparkling pool and spa, lush landscaping, and serene conservation views create a peaceful escape that feels worlds away from the everyday. Also on the first floor, you’ll find a bedroom and full bath, perfect for guests, multigenerational living, or a private retreat. A versatile flex space with a coffered ceiling invites you to dine or dream, whether it becomes a home office, library, formal dining room, music room, or cozy reading nook—let your imagination go wild! The kitchen is the heart of the home, featuring upgraded cabinetry, quartz countertops, a gas cooktop, built-in microwave, and a spacious island with pendant lighting. An additional bank of cabinets offers the perfect spot for entertaining, prepping, or creating your own coffee or wine bar. Upstairs, the loft becomes your own “happily ever after” gathering space, perfect for movie nights, game days, or a cozy retreat to unwind after a day at the parks. The primary suite feels like a private sanctuary, complete with a tray ceiling and a spa-like bath featuring dual vanities, a freestanding soaking tub, and a beautifully tiled walk-in shower. Secondary bedrooms are bright, airy, and generously sized, with thoughtfully designed bathrooms and convenient upstairs laundry. Step outside and let the magic continue. Your fully screened pool and spa with soothing water features and an extended lanai provides both sun and shade, perfect for everything from quiet mornings to lively evenings under the stars. With no rear neighbors and tranquil conservation views, this backyard retreat is your own private escape. A place where every day begins and ends with a little magic, your storybook home awaits. Welcome Home!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
11922 ANGLE POND AVE, WINDERMERE, FL 34786
$760,000270 Days on yellowkey MLS ID: O6328443
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3382 Built: 2013Monthly Fee: $81 Tax: $8,155 (2024)Community: Windermere Trls Ph 1BSingle Family
Taxes:$8,155
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained four-bedroom, three-and-a-half-bath home in the highly sought-after Windermere Trails community, located less than two minutes from Walt Disney World. The front of the home offers multiple flexible living spaces ideal for a home office, sitting room, or hobby area. The open family room flows into a spacious kitchen featuring a large quartz island, brand-new stainless steel appliances, ample cabinetry, and tasteful modern finishes. An additional flex space near the kitchen can serve as formal dining or an additional gathering area. Upstairs, the primary suite provides a peaceful retreat with two walk-in closets and a spa-style bathroom with dual vanities and an oversized walk-in shower. Two bedrooms share a Jack-and-Jill bathroom, while the fourth bedroom has its own private, upgraded bath. A large bonus room with a built-in movie screen adds extra space for entertainment. Step onto the upstairs balcony to enjoy morning coffee or evening breezes. The fully fenced backyard features a screened patio and mature banana, mango, lemon, and orange trees, creating a private tropical setting. Luxury vinyl flooring runs throughout the home, with no carpet. Major updates include a new HVAC system in 2023, whole-home water softener, and fresh interior and exterior paint in 2025. Windermere Trails offers walking trails, lakes, and a resort-style pool. Lakeside Village is less than a mile away with grocery stores, shopping, and restaurants, along with close proximity to downtown Windermere, top-rated A schools, boat ramps, major highways, and Orlando’s best dining and entertainment.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
7180 BEEK ST, WINDERMERE, FL 34786
$780,00021 Days on yellowkey MLS ID: O6393213
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 3648 Built: 2013Monthly Fee: $124 Tax: $11,023 (2025)Community: Windermere TerraceSingle Family
Taxes:$11,023
Elementary School: Sunset Park Elem
Remarks: Spacious 6-Bedroom Home Just Minutes from Disney! Discover the perfect blend of space, comfort, and convenience in this stunning Hayden floorplan by Pulte Homes, located in the highly sought-after Windermere Terrace community. This beautifully maintained home offers 6 bedrooms + a bonus room, 4 full bathrooms, and a 3-car garage — ideal for growing families or hosting guests. A private guest suite with full bath – perfect for visitors or multi-generational living. Formal dining room for special occasions. Open-concept kitchen, breakfast nook, and family room — great for everyday living and entertaining. Spacious master suite on the first floor with a luxurious bathroom featuring dual sinks, soaking tub, and separate shower. Convenient laundry room with built-in cabinets and sink. "Drop-zone" near the garage entry for shoes, bags, and daily essentials. The kitchen is a chef’s dream with 42” cabinets, granite countertops, and all major appliances included. Upstairs, you'll find 4 additional bedrooms, 2 full baths, and a versatile loft/game room — an ideal space for movie nights, play area, or home office. Step outside and enjoy a private backyard perfect for entertaining family and friends. Community Pool. Close to top-rated schools, shopping, dining, and entertainment (including Winter Garden Village & Hamlin Town Center at Horizon West). Easy access to major highways: I-4, Florida Turnpike, SR 429 & 408. Just minutes from Magic Kingdom and other Orlando attractions. This is more than a home — it's a lifestyle upgrade. Schedule your showing today and see why Windermere Terrace is one of the area's most desirable places to live!
Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)
Listing Agent: Maria Ubillus (954-242-7900)
12980 HOLDENBURY LN, WINDERMERE, FL 34786
$589,90047 Days on yellowkey MLS ID: O6385797
1 Days Off yellowkey (back on 3/4/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2504 Built: 2013Monthly Fee: $150 Tax: $4,454 (2024)Community: Windermere TerraceSingle Family
Taxes:$4,454
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Welcome to 12980 Holdenbury Lane, a meticulously cared-for two-story pool home nestled in the highly sought-after community of Windermere Terrace. Offering 3 bedrooms, 2.5 bathrooms, and a versatile office or flex space on the first floor, this residence delivers the perfect blend of comfort, flexibility, and timeless Florida living. From the moment you arrive, the manicured lawn, mature landscaping, and charming covered front porch create a warm and inviting first impression. Inside, an open and thoughtfully designed layout is filled with natural light, enhanced by neutral tones and beautiful wood-look tile flooring that flows seamlessly throughout the main living areas. The spacious great room connects effortlessly to the kitchen and dining spaces, creating an ideal environment for everyday living and entertaining. The kitchen is well-appointed with stainless steel appliances, rich cabinetry, a breakfast bar, a large pantry, and generous counter space designed for both functionality and gathering. The primary suite, conveniently located on the first floor, offers a peaceful and private retreat featuring soft carpeting, elegant crown molding, and two walk-in closets. The ensuite bathroom includes dual vanities and a spacious shower, creating a comfortable and relaxing space to unwind. Upstairs, two additional bedrooms share a full bathroom and are complemented by a generous loft area, perfect for a media room, playroom, or additional lounge. The dedicated office or flex space downstairs provides endless possibilities, whether used for remote work, creative pursuits, or guest accommodations. Step outside through the sliding glass doors into your own private outdoor sanctuary. The fully fenced backyard showcases a sparkling pool with a soothing waterfall feature, surrounded by lush tropical landscaping and a paved deck ideal for lounging, entertaining, or enjoying Florida’s year-round sunshine. Whether hosting gatherings, starting your morning poolside, or relaxing at the end of the day, this outdoor space is designed to be both peaceful and functional. Additional highlights include a two-car garage, interior laundry room, energy-efficient windows, and abundant storage throughout. The home’s clean, modern aesthetic and neutral finishes make it truly move-in ready while offering the perfect canvas to make it your own. Ideally located in one of Central Florida’s most desirable areas, Windermere Terrace offers convenient access to top-rated schools, major highways, and an abundance of shopping, dining, and entertainment. Enjoy nearby favorites such as The Hangry Bison, Windermere Brewing Company, and Hawkers Street Fare, or explore Hamlin Town Center and Winter Garden Village for shopping, dining, and nightlife. World-renowned attractions including Walt Disney World Resort are just minutes away. Outdoor enthusiasts will appreciate proximity to Windermere Recreation Center, R.D. Keene Park, and the scenic Lake Butler Chain for boating, paddleboarding, and recreation. AdventHealth Winter Garden and Orlando Health Horizon West Hospital are also nearby, providing excellent healthcare access. Windermere Terrace residents enjoy wonderful community amenities including walking trails, a playground, dog park, and scenic lake views. With its prime location, private pool, and flexible living spaces, this exceptional home embodies the best of Florida living and presents a rare opportunity to own in one of Windermere’s most desirable communities.
Listing is courtesy of: LIVE MVRK LLC (407-756-4563)
Listing Agent: Jared Dunn (407-493-8872)
6012 ROSEATE SPOONBILL DR, WINDERMERE, FL 34786
$1,200,00019 Days on yellowkey MLS ID: O6393392
1 Days Off yellowkey (back on 3/30/2026)
Bed: 8 Bath: 5.0 Liv Area Sq Ft: 4758 Built: 2013Monthly Fee: $133 Tax: $10,007 (2025)Community: Windermere LndgsSingle Family
Taxes:$10,007
Remarks: Experience elevated living in this custom-built, energy-efficient Meritage estate, perfectly positioned on a rare double lot and thoughtfully enhanced with high-end upgrades throughout. Offering 8 bedrooms, 5 bathrooms, a private office, and an expansive bonus/theater room with wet bar, this home is designed for both luxury and versatility. There is also a spacious and versatile first-floor flex room, ideal as a game room, secondary living area, or media space, setting the tone for the home’s flexible and functional layout. A standout feature of this residence is the presence of two primary suites—one conveniently located on the main floor and another upstairs—perfect for multigenerational living or hosting guests in comfort and privacy. The interior showcases 9-foot ceilings and upgraded LVP flooring, creating a warm yet refined atmosphere. The updated gourmet kitchen serves as the heart of the home, featuring built-in stainless steel appliances, a sleek electric cooktop with designer hood, upgraded quartz countertops, a custom tile backsplash, 42” cabinetry with soft-close drawers, expanded pantry space, and exceptional prep and storage areas. It flows seamlessly into the family room, making it ideal for entertaining. Thoughtful upgrades throughout the home include a new HVAC system, fully paid solar panels for significant energy savings, a 2023 water heater, a soft water system, CAT5 ethernet wiring throughout, and a wired security system, offering both efficiency and peace of mind. The primary suites have been beautifully updated with spa-inspired bathrooms, while additional bedrooms and baths provide ample space for family and guests. A second-floor laundry room adds everyday convenience, with an optional first-floor laundry hookup available for added flexibility. Step outside to your private resort-style oasis, featuring a $90K custom pool and spa, recently upgraded with a new pool pump and salt cell. The outdoor space is enhanced by a travertine marble deck, dual heaters, and a large, fully fenced backyard—perfect for relaxing or entertaining year-round. Upstairs, the expansive bonus/theater room with a large wet bar creates the ultimate entertainment experience, complemented by a built-in surround sound system that brings music throughout the home. With its tile roof, paver driveway, stone accents, added gutters, and impeccable condition, this home shows like new. A rare opportunity to own a fully upgraded, move-in-ready estate with space, flexibility, and modern efficiency—this home truly stands apart.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Nicole Dege (443-404-9293)
11903 CAVE RUN AVE, WINDERMERE, FL 34786
$750,00022 Days on yellowkey MLS ID: O6392757
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3413 Built: 2014Monthly Fee: $81 Tax: $10,874 (2025)Community: Windermere Trls Ph 1CSingle Family
Taxes:$10,874
Remarks: Stunning move-in ready home in the highly sought-after Windermere Trails community, located in a top-rated school district and just 2 miles from Walt Disney World! This beautifully upgraded 4-bedroom, 3.5-bath home features a gourmet kitchen with an oversized center island, custom solid wood cabinetry, granite countertops, built-in ovens, and a spacious walk-in pantry — perfect for entertaining and everyday living. Brand new carpet has just been installed, offering a fresh, clean feel throughout the home. The first floor offers a dedicated office/den, ideal for working from home. Upstairs, a large bonus/media room provides flexible space for family gatherings, a playroom, or home theater. The spacious layout, combined with thoughtful upgrades, creates both comfort and functionality for modern living. Enjoy resort-style community amenities including a pool, dog parks with wash stations, cabana, walking/running trails, and playgrounds — all in one of Windermere’s most desirable neighborhoods. Zoned for highly rated schools, this home is perfect for families seeking both lifestyle and location.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Yan Zheng (407-279-8417)
11816 ANGLE POND AVE, WINDERMERE, FL 34786
$835,00039 Days on yellowkey MLS ID: O6388116
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3391 Built: 2013Monthly Fee: $81 Tax: $10,010 (2024)Community: Windermere Trls Ph 1CSingle Family
Taxes:$10,010
Elementary School: None
High School: None
Middle School: None
Remarks: Under 15 minutes to Magic Kingdom. Fireworks on your drive home. Dinner at EPCOT on a Tuesday. Located in Windermere Trails, one of Windermere’s most sought-after communities, this home puts you minutes from Hamlin and Winter Garden Village while keeping you close enough to Disney to make everyday life feel anything but ordinary. The backyard is where this home really stands apart. Designed for living, not maintaining, it features low-maintenance faux turf, a fully fenced yard, and a private, open-air pool and spa with no cage, a rare find in Central Florida. The pool is finished with PebbleTec, a saltwater system, and an electric heater, along with a sun shelf with built-in umbrella holder and an extended paver deck for easy entertaining. Inside, the layout is open, functional, and flexible, with versatile spaces that adapt to how you live. The open-concept kitchen and main living area flow seamlessly, while thoughtful upgrades like plantation shutters, custom closets, and surround sound pre-wiring add a polished feel throughout. You are also walking distance to a top rated elementary school, with access to trails, parks, a community dog park with wash station, playground, and fitness area, making day to day life simple. A backyard you’ll actually use, a lifestyle that just works, and a home that fits the way you live.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
713 MAIN ST, WINDERMERE, FL 34786
$2,235,000117 Days on yellowkey MLS ID: O6368185
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 5031 Built: 2013 Tax: $9,559 (2025)Community: WindermereSingle Family
Taxes:$9,559
Elementary School: Windermere Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove, premium JennAir® appliances, custom ceiling-height cabinetry, and a walk-in pantry designed for serious cooks and entertainers. The home offers six bedrooms and six bathrooms, with two main-level owner’s suites providing exceptional functionality and privacy. Multiple living spaces are anchored by a striking floor-to-ceiling stone fireplace and beautiful library with rolling ladder, while upstairs bedrooms and bonus room are thoughtfully designed for comfort and quiet, complemented by quality finishes throughout. Recent updates include a newly installed roof (2024), windows (2025), enhancing both peace of mind and long-term value. A spacious three-car garage adds both convenience and functionality. Outdoors, the home transitions easily to an entertainer’s retreat with covered porches, fireplace, outdoor kitchen, circular firepit, cabana bath, Tiki hut and lush landscaping. Deeded town resident access to the Butler Chain of Lakes and a prime location within Windermere’s vibrant town center with its new re-development complete this rare offering where architectural integrity meets a fun and functional Florida lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Kari Fleck (407-925-5283)
6718 ROMNEY LN, WINDERMERE, FL 34786
$540,00097 Days on yellowkey MLS ID: O6371234
0 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2460 Built: 2005Monthly Fee: $80 Tax: $4,904 (2024)Community: Lakes/Windermere Ph 02ASingle Family
Taxes:$4,904
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Well-maintained 4-bedroom, 2.5-bath home in the heart of Windermere featuring inviting curb appeal with a covered front porch and classic columns. The bright, open layout offers high ceilings, crown molding, and tile and wood-look flooring throughout the main living areas. The kitchen includes dark wood cabinetry, granite countertops, stainless steel appliances, recessed lighting, and a center island open to the living and dining spaces. The primary suite features tray ceiling detail, plantation shutters, and an en-suite bath with dual vanities, soaking tub, and separate glass-enclosed shower. Roof from 2023 and AC updated 2019. A fenced paver patio provides a private outdoor space, with the added convenience of a rear-entry garage and driveway, all located near shopping, dining, and major roadways.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tyler Gibson Llc (877-366-2213)
12121 SILVERLAKE PARK DR, WINDERMERE, FL 34786
$509,00034 Days on yellowkey MLS ID: O6388109
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2035 Built: 2013Monthly Fee: $33 Tax: $7,699 (2025)Community: Windermere Trls Ph 1Single Family
Taxes:$7,699
Remarks: Under contract-accepting backup offers. Enjoy over $35,000 in upgrades in this beautiful Windermere subdivision! This CORNER LOT home is move-in ready with FRESH INTERIOR AND EXTERIOR PAINT * REPLACED CARPETING * RENOVATED SECOND BATHROOM SHOWER * KITCHEN QUARTZ COUNTERTOP * APPLIANCES REPLACED * WASHER AND DRYER INLUDED * WATER SOFTENER/FILTRATION SYSTEM and more! Experience the bright and inviting atmosphere from the moment you enter. The updated kitchen features elegant quartz countertops, stainless steel appliances, and provides the perfect space for cooking, gathering, and entertaining. The secondary upstairs full bathroom has been updated with a newly renovated shower, offering a spa-like retreat within your own home. Additional upgrades include a water softener system, adding comfort and convenience to everyday living. This home is close to theme parks, major roadways, shopping, dining, and top area attractions! You'll enjoy the ideal balance of peaceful neighborhood living and easy access to everything Central Florida has to offer. From its stylish upgrades to its prime location, this home delivers exceptional value and comfort. Come experience everything this spectacular home has to offer!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
13106 ORANGE ISLE DR, WINDERMERE, FL 34786
$815,000127 Days on yellowkey MLS ID: O6361057
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3312 Built: 2022Monthly Fee: $95 Tax: $11,893 (2025)Community: Sanctuary/Lks/WindermereSingle Family
Taxes:$11,893
Remarks: Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5- bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with its a DISNEY Fireworks view, offering a lifestyle of unparalleled comfort. Upon entering, you are greeted by those who appreciate a dedicated workspace, the home includes a spacious office and a serene atmosphere, allowing for maximum productivity while working from home. The expansive living room boasts soaring ceilings, allowing natural light to cascade through the large windows, creating an airy and inviting ambiance. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a large cabinetry, and a spacious island with granite countertops. The adjacent formal dining room is perfect for hosting intimate gatherings or grand dinner parties. The master suite is offering a sanctuary of tranquility, a enormous shower, and dual vanities. Each of the remaining four bedrooms is generously sized, providing comfort and privacy for family and guests. The highlight of the outdoor space is the breathtaking view of the nightly Disney fireworks display, visible from the comfort of your own home. This feature creates a magical atmosphere and makes every evening a celebration.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Victor De Oliveira (321-393-2772)
505 JENNIFER LN, WINDERMERE, FL 34786
$2,250,00046 Days on yellowkey MLS ID: O6384643
1 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3525 Built: 1989Monthly Fee: $333 Tax: $7,624 (2024)Community: Windermere OaksSingle Family
Taxes:$7,624
Middle School: Chain of Lakes Middle
Remarks: Under contract-accepting backup offers. Villa Casablanca | Luxury Windermere Estate on 1-Acre. Some homes are built. Villa Casablanca was transformed. Set on a rare private acre within one of Windermere’s most privately held enclaves— this white-painted brick estate makes an immediate architectural statement. A circular motor court, tiered fountain, and mature canopy trees establish presence before you ever step inside. What unfolds within is architectural theater. Vaulted ceilings rise to a dramatic 14-foot peak as skylights and expansive double-pane windows flood the interiors with natural light. A sculptural chandelier crowns the volume, while a full-height stone fireplace ascends as the focal point. French glass doors frame panoramic views of the private rear oasis — pool, pergola, and mature canopy beyond — creating a seamless connection between interior grandeur and outdoor serenity. Bay windows overlook the fountain and motor court, creating a balanced dialogue between arrival and retreat. The chef’s kitchen commands attention. A grand Taj Mahal quartzite island defines the center. White oak cabinetry spans floor to ceiling. The Thor range and sculpted hood rise against a full-height stone backdrop. pot filler., Viking refrigerator. Glass pendants hover overhead -- Every finish carries presence. The scullery unfolds unexpected, elevated, and unforgettable — Deep olive custom cabinetry, textured tile, LED-lit shelving, beverage refrigeration, and layered storage make it as functional as it is striking. A split plan introduces the primary suite — vaulted, private, composed. A sculptural chandelier anchors the ceiling while tailored wall moldings define the room. Dual concealed walk-in closets preserve symmetry. The primary bath is a statement of design: matte stone soaking tub beneath clerestory light, full-height stone extending into a curbless marble shower, dual tailored vanities with brushed brass accents, and patterned marble floor grounding the space in immersive opulence. An adjoining vaulted extension captures pool views and opens to the lanai. The powder room shifts tone — charcoal paneled walls, sculptural marble sink, polished brass fittings, arched mirror, and bold tile creating a rich, moody presence. A formal office behind glass French doors offers focused productivity and polished presentation. An arched corridor leads to the secondary wing where three additional bedrooms offer privacy and versatility. One suite provides direct exterior access, functioning as a cabana retreat with its own en suite bath — ideal for guests or seamless indoor-outdoor living. Outdoors, the property transforms into a private compound. A covered veranda spans the rear with classical columns and herringbone flooring. The fully equipped summer kitchen, custom wood pergola lounge, expansive lawn, fresh sod, rear gate access, and lush landscaping offer scale impossible to replicate in today’s market. Villa Casablanca is not comparable to new construction. It is rarer. Extensively renovated inside out with a long list of brand new finishes - Roof, HVAC, Double pane windows, plumbing, pool refinish, smooth drywall level 5 finish and much more. Schedule your showing today.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Ahmad Hassan, Pa (718-641-9358)
325 MAGNOLIA ST, WINDERMERE, FL 34786
$2,475,00028 Days on yellowkey MLS ID: O6391047
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3975 Built: 1954 Tax: $21,080 (2025)Community: Windermere TownSingle Family
Taxes:$21,080
Remarks: Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid-back lake living and walkability to town. The Town of Windermere has much to offer. Walk to the local park and tennis courts just a few blocks from your home. It’s an easy stroll or bike ride to Main Street—home to local spots like Dixie Cream, Paloma Coffee, Windermere Brewing Company, the Friday farmer’s market, and the newly updated 500 block with shops and dining. Inside, the home is both comfortable and thoughtfully updated, with travertine flooring in the main living areas and new luxury vinyl plank in bedrooms two and three—no carpet. The kitchen features a gas cooktop with vented exhaust and a brand-new all-in-one convection oven, microwave, and air fryer. The large dining room provides a pleasurable dining experience with lake views. The theater room can be a flexible space used for movies, a guest bedroom, or a game room. It can also work as an office, playroom, or just a place to sit and relax. The bright open Florida room, equipped with three full glass French doors with side panels, a wet bar and views of your outdoor lakefront oasis, opens up to the pool and overlooks the water, creating an easy space to relax or entertain. A great opportunity to enjoy the convenience of the Butler Chain lifestyle in the heart of Windermere—no HOA.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Rebekkah Boskovich (321-438-3307)
436 E 7TH AVE, WINDERMERE, FL 34786
$2,175,000188 Days on yellowkey MLS ID: O6350454
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 3136 Built: 2025Community: Windermere Town RepSingle Family
Taxes:
Tax Year:
Remarks: Seller is Motivated and open to negotiate! Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-suite bedrooms, a dedicated office at the entry, 5 full bathrooms, an outdoor shower, and an oversized 3-car garage. A dramatic two-story living area sets the tone with clean lines, expansive glass, and natural light throughout. The chef’s kitchen pairs performance and elegance, with a waterfall-edge quartz island, full-height book-matched backsplash, custom cabinetry, and high-end appliances including a Sub-Zero refrigerator, Wolf vent hood, and a full Thermador suite with double ovens and microwave drawer. A hidden walk-in pantry blends seamlessly into the design for added utility and clean aesthetics.Upstairs, the owner’s suite offers lake views, a spacious layout, and a sleek en-suite bath with a large walk-in shower and dual vanity. Secondary bedrooms include en-suite baths and reach-in closets. The home is finished with oversized rectangular porcelain tile throughout the entire main level including the expansive covered lanai and wide plank engineered wood flooring from the staircase through the second floor. Additional highlights include a glass-framed staircase and an abundance of natural light in every space. Located just blocks from Downtown Windermere, this home places you at the center of a highly coveted lakefront lifestyle. Enjoy tennis courts, playgrounds, boat ramps on both Lake Bessie and the Butler Chain, plus a vibrant local culture with weekly farmers markets, food truck nights, and seasonal events in Town Square. Cruise oak-lined sandy streets by golf cart, or explore nearby dining, shops, and fitness at The Grove and along Restaurant Row. World-class golf, theme parks, and the airport are all within easy reach and with the hard work already done, all that’s left is to move in and enjoy. Private showings by appointment only. Seller is Motivated and open to negotiate! We completed the closets upgrades in this beautiful home, thoughtfully designed for the family who will soon call this place home.
Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)
Listing Agent: Deniley Valdes (407-922-3870)
14285 CREST PALM AVE, WINDERMERE, FL 34786
$1,019,99080 Days on yellowkey MLS ID: G5107224
0 Days Off yellowkey (back on 3/25/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3100 Built: 2025Community: Palms At WindermereSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to the Arlington with Bonus a stunning 4-bedroom, 4-bathroom home offering 3,123 square feet of beautifully designed living space. Thoughtfully crafted with an open-concept layout, this home is perfect for both everyday living and entertaining. Step inside to find soaring 10-foot ceilings on the first floor and durable laminate flooring throughout, creating a seamless and modern feel. The gourmet kitchen is a true centerpiece, featuring elegant quartz countertops, a large center island, and abundant cabinet space—ideal for hosting and meal preparation alike. The spacious floor plan includes a versatile second-floor bonus room complete with a full bath, perfect for a guest suite, media room, or home office. The elegant primary bathroom offers a spa-like retreat, featuring a spacious walk-in shower with a luxurious rain shower head and a dual vanity with ample counter space. Situated on a desirable conservation homesite, this property offers added privacy and serene natural views. The oversized garage provides ample room for vehicles, storage, or even a workshop. This home effortlessly combines style, functionality, and comfort.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Cindy Sapp (352-516-2843)
8582 POWDER RIDGE TRL, WINDERMERE, FL 34786
$670,000252 Days on yellowkey MLS ID: S5132123
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2297 Built: 2017Community: Windermere Trls Ph 3BSingle Family
Remarks: AN IRRESISTIBLE INVESTMENT OPPORTUNITY — OR YOUR FIRST HOME! Welcome to this stunning Kipling model offering serene lake views and a host of exceptional upgrades. This home features fully paid-off solar panels, electric vehicle charging outlets, and a whole-house water filtration system for maximum efficiency and comfort. Step inside and enjoy the spacious loft above the garage, new carpeting, and custom window blinds throughout. The gourmet kitchen is equipped with stainless steel KitchenAid appliances, granite countertops, and a stylish backsplash. Laminate floors and LED-lit cabinetry enhance the home’s modern elegance. Outside, enjoy a fully renovated fence, a paved terrace, and stone walkways, creating the perfect outdoor living space. Located just minutes from Disney parks, restaurants, and major shopping centers, this home is a prime opportunity for savvy investors or first-time buyers ready to make this their dream home. Don’t miss out on the chance to combine financial stability with the unmatched appeal of Disney-area living!
Listing Agent: Mariana Rondon (407-607-3558)
13048 LAKE ROPER CT., WINDERMERE, FL 34786
$1,950,000214 Days on yellowkey MLS ID: O6342354
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 4130 Built: 2002Community: Windermere PointeSingle Family
Remarks: Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home. Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and fishing only acceded by the surrounding houses (No Public Ramps). This is one of the largest lots in the community. Location: Only minutes from Winter Garden Village and Downtown Windermere, minutes from main roads like 429 and 408 and a short distance from Theme Parks and Shopping Areas. Great School District. Kitchen: Totally renewed, custom-built cabinetry, high-end stainless still appliances, built in induction cook top, built in microwave and oven, huge island built with one piece of quartz, no sims. Pop-out outlets, touchless faucet and built in hood. Bathrooms: Contemporary look with porcelain tiles, quartz tops, custom made cabinetry and modern metals. Pool area: The pool was resurfaced, surrounded by new pavers overviewing the lake and a brand-new equipped summer kitchen just built. Dock: Wood dock and fishing pier with Electric Boat lift. The house was completely renovated from top to bottom including new engineering hardwood floors, 3 new A/Cs, new water heater, new irrigation system, fresh painted and new roof installed in 2020. Important Notice: "Seller is willing to accept a smaller house as part of the payment".
Listing is courtesy of: WOODSTONE INVESTMENTS LLC (407-300-4727)
Listing Agent: Fernando Teixeira (407-300-4727)
6442 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$585,00094 Days on yellowkey MLS ID: G5106279
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2139 Built: 2012Community: Windermere Lndgs Ph 02Single Family
Remarks: Come see this beautiful place. This immaculate home features include over 2,100 square feet of living space, a desirable Kitchen with 42" Cabinets and Granite, Stainless Steel Appliances, Beautiful Backsplash, engineered hardwood flooring on the first floor, vinyl on the second floor, ceramic tile in bathrooms and laundry, screened-in patio porch with a ceiling fan, an elegant courtyard, and much more. New refrigerator is 2022, water heater replaced in 2020, AC replaced in October 2021. This home is a great money saver! It is equipped with fully warranted solar panels that pays just $30.00 in electric bills. These panels are not your average solar panels; they are German technology USA made panels with top notch microinverter systems saving you thousands of dollars in utilities throughout the years!! Whether you are a first-time home buyer, investor, or a starter family this home checks all of the boxes. Wonderful Location, A Rated Schools, Shopping & Restaurants will meet all of your buyer's needs. Located within a short distance to Sunset Park Elementary, minutes to Windermere High School, CR 535, Windermere preparatory, Windermere villages, the Butler Chain of Lakes, and just 15 minutes to Disney. Book your showing today!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Yindy Reyes (732-277-2828)
12683 LANGSTAFF DR, WINDERMERE, FL 34786
$375,00029 Days on yellowkey MLS ID: O6391050
1 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1428 Built: 2003Community: Lakes/Windermere-Lk Reams TwnhTownhouse
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Fantastic opportunity to own this exceptional END UNIT townhouse with a beautiful POND VIEW in Lake Reams Townhomes community near Disney World! This sought-after townhouse features an impressive 3 bedrooms, 2.5 bathrooms, a 2-car garage, and a spacious paved patio where the best outdoor gatherings are guaranteed! This home is ideally designed for family entertainment & relaxing living and showcases an outstanding layout. Fall in love with an expansive, fully equipped kitchen featuring ample space to enjoy the cooking experience. The kitchen opens up into a family room. All bedrooms are located upstairs, offering maximum privacy. The primary bedroom offers high ceilings and a spacious walk-in closet. The primary bathroom boasts a soaking tub and a walk-in shower. The two other bedrooms are on the opposite end of the townhome, providing privacy to the primary suite. The laundry room is conveniently located upstairs. Once outside, you will reach a paved courtyard presenting a picture-perfect setting for relaxation and entertainment. Lake Ream Townhomes is a great community located near ALL Disney Attractions! Ideally located just minutes from Winter Garden Village, top-rated schools, and major highways, this home combines comfort, style, and location. This lovely home is ready for new owners to make it their own - we welcome you to schedule a private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Anastasiia Zbihla (813-992-3395)
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