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$875,000
5 Beds ⋅ 4 Baths ⋅ Westover Club Ph 02 47/71 SubDv. ⋅ 34786 Zip Code
There are 160 homes in Westover Club. It's a beautiful gated community of semi custom-built single-family homes in Windermere. The homes range in size from 2,400 to over 4,500 square feet and were built between 2000 and 2003. Residents of Westover Club enjoy a peaceful and luxurious lifestyle with amenities such as a gated entrance, tree-lined streets, low-maintenance lots, a playground, tennis courts, basketball half court and a sand volleyball court. The community is also conveniently located near shopping - 15 minutes to Winter Garden Village a comprehensive shopping and dining complex, local dining - 15 minutes from Restaurant Row on Sand Lake Rd. and International Drive and zoned schools - Thornebrooke Elementary, Gotha Middle School and Olympia High School - all well rated. Grocery shopping is within 10 mins to the community. Downtown theaters, sporting events and attractions are just 20 mins away via the excellent road network serving this area. 1944 Reed Hill Dr. offers a wealth of advantages for residents seeking a spacious, comfortable and convenient/flexible home in a most desirable location.. 5 bedroom, 4 full bathrooms in over 3500 sq. ft provided ample room for families or those who appreciate having room to spread out. The open floor plan offers an airy and inviting atmosphere enhanced by the seamless flow between living areas and abundance of windows. Upgraded kitchen with granite counter tops and new backsplash, stainless steel appliances and a breakfast bar and the adjacent formal dining room, makes this the dream space for families to gather. The master suite with walk-in closets and bathroom with garden tub and separate shower and connected den, office or nursery on the ground floor and entire north side of the house, privacy is guaranteed. Additionally there are 4 spacious bedrooms on the ground floor as well as 2 full bathrooms, one with pool & deck access. Then entertain, have celebrations or just kick back and enjoy the bonus room, game room, media room (or Man Cave) for watching your favorite sports teams all while offering french door access to the pool and screened deck area. The covered patio creates an ideal space for alfresco dining, barbecues or simply lounging in the sun. Back and side yards offer a place to play and or do some gardening. Parking and storage are conveniently taken care of with the 2 car garage and unique circular driveway. The low HOA fee of $ 108 p/mnth provides gated security access, playground and tennis courts, a sand volley ball court and a half basketball court.

1944 Reed Hill Drive, Windermere
$874,900
4 Beds ⋅ 5 Baths ⋅ Westover Club Ph 1 SubDv. ⋅ 34786 Zip Code
Once you experience the gorgeous setting of this 4-bedroom, 4.5-bath, 3-car garage home, you will not want to leave. Nestled inside the gated community of Westover Club in beautiful Windermere, you will find an exceptional home! As you drive up, this home makes a grand statement! The home boasts picturesque curb appeal, perfectly manicured landscaping, and an elegant exterior. Enter this magnificent home through the beautiful stained glass door and discover luxury and elegance. You will love the bright, open living areas brimming with appeal and flexibility. Whipping up your favorite meals will be a breeze in the oversized kitchen! The kitchen features wood cabinets, solid surface countertops, a decorative tile backsplash, a breakfast bar, and a closet pantry. Serve your creations casually in the breakfast nook or on more formal occasions in the separate dining room. The grand great room is the heart of this exquisite floor plan. Tall ceilings and decorative wall arches and columns make this home exude elegance and class. Get cozy in front of the fireplace while you watch movies with the family. The design of this home is sure to captivate your imagination when it comes to design. The first floor also features a stunning half bath, a laundry room, and the primary suite. The primary suite features a large walk-in closet, a fireplace, a reading area, tray ceilings, and an en suite bathroom. The primary bath includes his and hers sinks, a relaxing soaker tub, and a walk-in shower. Within its elegant design, you will find large windows, plantation shutters, french doors, crown molding, wall niches, decorative banisters leading upstairs, and much more. As you head upstairs, you will encounter a large loft area that leads into an additional living area with built-in shelves. The loft and bonus room can be for multiple purposes, such as a reading area, an office, or a playroom. The guest bedrooms are spacious and can accommodate plenty of furniture for whichever stage your family is at! You also will find a jack-and-jill bathroom provides access to your guests which adds an extra layer of privacy. Splash away sunny days in the enclosed sparkling pool, and soak up the sun and refreshing Florida breezes while you layout on the deck. Sit back and relax on some lounge chairs overlooking the pool underneath the comfort of the ceiling fan. Conveniently placed near Florida's turnpike, 408, and more, your commute will be a breeze! Do not miss the opportunity to call this home!

9507 Westover Club Circle, Windermere
$871,000
5 Beds ⋅ 4 Baths ⋅ Summerport Ph 1 SubDv. ⋅ 34786 Zip Code
Waterfront Windermere Gem. This unique 5 bedroom 4 full bath waterfront pool home, has been tastefully decorated with updates throughout. Some of the updates include a new roof about 2 years old, and all windows downstairs have been recently replaced. Centrally located in the highly sought-after community of Summerport, You are minutes from everything Windermere has to offer, including top-rated schools, dining, and entertainment. This statuesque home has fantastic curb appeal. Sitting back from the road down the oversized driveway you instantly notice the mature landscaping and stone facade of this elegant home. Upon entering the formal living room with expansive 20 Ft ceilings, you'll notice beautiful waterfront views along with recently upgraded flooring, redone in a brilliant rustic hickory that enhances the natural light this home offers in spades throughout. Downstairs, you have the first full bath as well as 1 of 5 bedrooms. Originally an office, the owner made additions of a wall, door, and a closet converting this large space into a downstairs bedroom. The formal dining room features an exquisite accent wall that serves as the focal point, complemented by the updated lighting working in tandem to create the perfect atmosphere for entertaining. The generous kitchen area offers granite countertops, stainless steel appliances, a large island, recessed lighting, and is complete with a butler's pantry that could be used in a variety of ways. The Pantry and Laundry room have upgraded built-ins for storage. Off the kitchen, you have an attractive little breakfast nook with updated lighting and bay windows with a built-in perch for sitting. Continuing with the theme the family room has been updated with the addition of a white accent wall complete with color-changing recessed LED lights that can be controlled via remote. This sprawling home has a 3-car garage split between a 1-car and 2-car side. The 2 car garage has been upgraded so that it is air-conditioned you are able to choose between using it as an extra room, adding roughly 460 Sq Ft of additional space, or as a garage as originally intended. Also, additional insulation was professionally blown in above the garage as well as in the roof throughout the home to help keep it cool during those hot summer days. Moving to the second floor, at the top of the staircase you have the oversized master bedroom. This stately room provides beautiful views of the water out of the large back windows, as well as a commanding view of the formal living room and entryway from your private master balcony in the front. Additionally, this room contains a large master bath complete with a garden tub, a separate shower, and separate dual sinks. Bedrooms 2 and 3 feature a Jack and Jill bathroom, while bedroom 4 has an ensuite bathroom. Stepping out into the large screen-enclosed pool area you have a beautiful venue for entertaining year-round. Enjoy privacy and relaxation while taking in the serene water views this home offers. Large privacy bushes have been installed on either side creating your own private sanctuary. Just beyond the pool cage, you have a large backyard that is essentially a blank waterfront canvas that you can alter as you see fit, adding a fence installing a dock, etc. This expansive waterfront home has it all! The space you need for entertaining, the pool for fun, and the waterfront views for relaxation don't miss your chance to get this home before it's gone!

13858 Caywood Pond Drive, Windermere
$870,000
5 Beds ⋅ 5 Baths ⋅ Manors At Butler Bay Ph 02 SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. Experience the small-town charm of this 5-bedroom, 4.5-bathroom, 3,027 SqFt pool home, nestled in the highly sought-after community of Manors at Butler Bay, within the coveted town limits of The Town of Windermere. Situated on a spacious 0.62-acre corner lot, this Mediterranean-style home offers a functional layout, lush landscaping, and impressive amenities—perfect for anyone seeking both comfort and style. Upon arrival, you’re greeted by towering palm trees and an oversized circular driveway, leading you through a lush landscaped walkway. As you step through the double front doors, the terracotta tile flooring immediately draws your attention, enhancing the home's Mediterranean charm. To the right, the formal dining room seamlessly flows into an open, gourmet kitchen equipped with stainless steel appliances, including double ovens, granite countertops, a wine fridge, an island, and ample cabinet space. The kitchen overlooks the classic living room which is anchored by a fireplace and offers serene views of the pool through large windows that flood the space with natural light. The primary suite, located on the main floor, features an attached office, ideal for remote work, and a spacious ensuite bathroom with a walk-in closet complete with custom shelving. The main level is further enhanced by an additional full bathroom, a powder room, a laundry room, and a versatile fitness room—with its own private entrance. Ascend the grand staircase to discover four more generously sized bedrooms and two additional full bathrooms. The upstairs hallway overlooks the living room below, creating a wonderful open feel throughout the home. Step outside into the partially covered, fully screened lanai, perfect for entertaining or relaxing by the sparkling pool. Despite the large pool area, the backyard remains expansive, with mature trees providing shade and privacy. The property also has a variety of fruit trees, including avocado, lime, lemon, and passion fruit. Recent updates, such as a full interior and exterior repaint, add fresh touches to this property while still leaving room for you to personalize and make it your own. Beyond the home's incredible features, living in the exclusive Town of Windermere offers many perks, including access to private parks, top-rated schools, tennis and basketball courts, and a boat launch with deeded access to the renowned Butler Chain of Lakes. With low HOA fees, this gem perfectly combines luxury and value.

2563 Carter Grove Circle, Windermere
$870,000
4 Beds ⋅ 3 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code
Discover your new home on a spacious 1-acre lot in Windermere! This 4-bedroom, 3-bathroom, single-story pool home offers 2,681 square feet of comfortable living space. Located just minutes from Downtown Windermere and a short walk from Windermere Recreation Park, this home has a lot to offer. The roof was replaced in 2021, ensuring peace of mind. Inside, you'll find a split-floor plan featuring a living room, family room, bonus room, and a screened-in lanai with a pool that overlooks the large backyard. The property also includes a 2-car garage. Residents of Windermere have access to the nearby Windermere Recreation Center, which offers lighted tennis courts, sand volleyball, pavilions for rent, a kayak launch on Crescent Lake, and scenic nature trails. This home is also conveniently close to Windermere Elementary School and the charming, historic downtown area. Don’t miss out—schedule your private tour today!

3417 Bay Meadow Ct, Windermere
$870,000
4 Beds ⋅ 4 Baths ⋅ Windermere Landing SubDv. ⋅ 34786 Zip Code
Welcome to this stunning Windermere home with breathtaking lake views! This amazing property has undergone a complete renovation, offering you a truly luxurious living experience.It’s a must see home. As you step inside, you'll be greeted by brand-new flooring that spans throughout the entire house, creating a fresh and inviting atmosphere. The gourmet kitchen has been upgraded with tall cabinets, providing ample storage space, and features exquisite new granite countertops, perfect for culinary enthusiasts. Every bathroom in this home has been tastefully renovated, boasting new flooring, cabinets, and granite countertops, ensuring both style and functionality. With 4 bedrooms, 3,5 baths, and an additional den, there's plenty of space for your family to spread out and enjoy. One of the standout features of this home is that each bedroom has its own private bath, offering ultimate comfort and convenience for everyone. Imagine waking up to and have your morning coffee with the serene lake view, or spending evenings on the patio gazing at the shimmering waters. In addition to all the wonderful renovations, this exceptional Windermere home also includes a brand-new air conditioning system to keep you and your family comfortable year-round. Enjoy the cool, refreshing air indoors, especially during those warm Florida summers. Furthermore, this remarkable Windermere home has been equipped with a water filtration system, ensuring that you have access to clean and pure water throughout the house. It's a valuable addition that enhances the overall quality of life in this already exceptional property. This home truly offers a complete package of comfort, style, and functionality. Don't miss your chance to experience this oasis of modern living – schedule your viewing today!

6126 Roseate Spoonbill Drive, Windermere
$870,000
4 Beds ⋅ 4 Baths ⋅ Windermere Trls SubDv. ⋅ 34786 Zip Code
Welcome to 11930 Otterbrooke Trail, a stunning two-story home nestled in the sought-after Windermere area of Florida. This spacious residence offers 4 bedrooms 3.5 bathrooms, providing abundant space for comfortable living. The exterior area offers an open porch seating perfect to unwind after a long day! As you step inside, you'll be captivated by the elegance and charm of this home! The separate living and dining rooms create a formal area, perfect for hosting guests and special occasions. Boiserie panels & crown molding thru out the first floor. The kitchen seamlessly flows into the family room, creating an open and inviting atmosphere for relaxation and entertainment. The Gourmet kitchen was totally updated within the last year, features a generous sized island, providing ample space for meal preparation and casual dining! Take advantage of the Samsung fingerprint resistant stainless-steel appliances, flat induction cook top, wine fridge, built-in oven & microwave, non-scratch wifi refrigerator, natural Cambria quartz counter tops, floor to ceiling cabinets, stylish backsplash, recessed LED lighting, walk-in pantry and breakfast bar with gorgeous pendant lighting. The family room offers a stoned accent wall with a built-in electric fireplace. The pool bath is super convenient for all your guest. The storage underneath the stairs is spacious for all your storage needs. The Garage has commercial grade epoxy flooring, an extra refrigerator, lots of cabinets and counter space for all your tools & a solar water heater. One of the standout features of this home is the pavered deck screened-in heated pool & spa with a waterfall. Lounge poolside and enjoy the Florida sunshine or take a refreshing swim to beat the heat. The outdoor kitchen includes a grill, beverage fridge and adds convenience and makes outdoor dining a breeze, allowing you to entertain with ease and style. Backyard is completely fenced with vinyl privacy fencing. Every evening you can sit in your backyard and watch fireworks! This is a smart home which also includes a security system, water softener, and gutters. Upstairs, you'll find more Boiserie panels, & all the bedrooms, providing privacy and tranquility for restful nights. Each bedroom is well-appointed and offers ample space. Laundry room includes, cabinets, and LG washer and dryer. Master ensuite is spacious with 2 separate tray ceiling, walk in closets, walk in shower with a brushed nickel dual head waterfall 4-way diverter shower head. Additional two bedrooms are en-suites with their jack and jill bathrooms. 4th bedroom is used as an office. The unique features found throughout the home add character and charm, creating a truly special living environment. Located in Windermere, this home offers access to top-rated schools, shopping centers, dining options, and recreational activities. Enjoy the beauty of the surrounding area and this exclusive community amenities which include a pool and playground with a lower HOA Fee. Don't miss the opportunity to make this stunning Windermere home yours. Schedule a showing today and explore all the remarkable features and possibilities it has to offer.

11930 Otterbrooke Trail, Windermere
$865,000
4 Beds ⋅ 3 Baths ⋅ Reserve At Belmere SubDv. ⋅ 34786 Zip Code
Behind the 24-hour guard gates of Reserve at Belmere, situated on an oversized, corner lot, this beautifully updated, single-story, pool home stands out for all the right reasons, including a stunning, new $128,000 tile roof! At the heart of the home, a beautifully renovated kitchen anchors the living spaces, offering a stylish and inviting setting for everything from casual family dinners to entertaining guests. Featuring double ovens, a gas cooktop and sleek, white quartz counters, this is truly a chef’s kitchen. Thoughtful updates continue with renovated bathrooms, updated light fixtures and a freshly painted interior, while the well-designed floor plan provides the comfort, functionality, and ease of living today’s homeowners are seeking. Through your accordion, sliding glass doors, step outside to your private, screened-in pool with newer screens, and enjoy Florida living year-round. A long driveway leads to a side-entry, three-car garage, offering flexible parking options and enhanced curb appeal while upgrading the home’s overall desirability. No expense was spared on the complete re-roof in November of 2025, including adding a double-layer fascia. Beyond the home itself, Reserve at Belmere offers an exceptional lifestyle with 24-hour guard-gated security, tennis courts, basketball courts, beach volleyball, a fitness center and scenic lakefront amenities, including a community fishing dock. Residents enjoy the perfect balance of privacy and convenience, living just minutes from Winter Garden Village, Restaurant Row, downtown Orlando, Disney, Universal Orlando, shopping, dining, major medical facilities, and easy access to the 408, 429, and Florida Turnpike. Zoned for highly regarded Lake Whitney Elementary School, located just outside the back gates, and a short, bike ride away from the farmer's markets and food truck Fridays in downtown Windermere, this home combines meaningful updates with major recent improvements, all in one of Windermere’s most desirable locations. Schedule your showing of this stunning home today!

1757 Glenwick Drive, Windermere
$865,000
5 Beds ⋅ 4 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code
Virtually Staged. WOW!!! Now priced $250,000 BELOW last month’s sale of the same floor plan home with a pool! Even better, this home sits on a deeper lot, giving you plenty of room to design and add your own pool and outdoor oasis and still be well below that recent sale price. More yard. More possibilities. Incredible value. Seller is also offering $5,000 credit to buyer at closing towards closing costs and pre-paids with acceptable offer. Experience luxury living in the highly sought-after “Cascade” floor plan, featuring an upgraded stone-accented exterior and tile roof in the desirable Windermere Isle community. Situated on a premium oversized lot with a HUGE backyard and mature trees for added privacy, this exceptional home offers the perfect blend of relaxation, comfort, and entertainment. Enjoy peaceful conservation views from the charming front porch, while the rear of the home provides enchanting nightly views of Disney fireworks lighting up the sky. Inside, meticulous attention to detail is evident throughout this thoughtfully designed home. The main level features two bedrooms, including one ideal for a home office with double entry doors and a walk-in closet. The dream kitchen showcases upgraded cabinetry with crown molding, Quartz countertops, gas cooktop, upgraded double convection wall ovens, upgraded French door refrigerator, a generous walk-in pantry, and a convenient 7’ x 5’ pocket office complete with built-in desk and cabinetry. Wood-look tile flows throughout the downstairs living areas, complemented by engineered hardwood flooring in the dining room and great room. A functional drop zone near the garage includes upgraded lower cabinetry topped with Quartz counters. Beautiful wood stairs lead to the second floor, where you’ll find a sprawling loft/bonus room, spacious media/game room and an oversized laundry room equipped with washer, dryer, and laundry sink. Additional highlights upstairs include a half bath, abundant storage closets, and two secondary bedrooms with walk-in closets connected by a Jack-and-Jill bath. The luxurious primary suite is a true retreat, featuring a tray ceiling and stunning nightly Disney fireworks views. The spa-inspired primary bath offers a large soaking tub, an oversized walk-in shower with upgraded glass enclosure, dual vanities, and an expansive 13x12 walk-in closet. Additional features include 8-foot doors throughout, ceiling fans in all bedrooms, LED lighting and a natural gas tankless water heater for ultimate convenience and efficiency. Vinyl fencing is already installed on three sides by neighboring properties. HOA includes lawn maintenance and 1 GIG Spectrum internet and cable with 4-5 streaming choices. Community pool, playground and walk path around scenic pond. Ideally located with convenient access to shopping, dining, entertainment, and major roadways, this remarkable home perfectly combines luxury, functionality, and everyday comfort. Don’t miss the opportunity to make this extraordinary property your own — schedule your private tour today!

8355 Torcello Isle Drive, Windermere
$865,000
5 Beds ⋅ 4 Baths ⋅ Tuscany Ridge 50 141 SubDv. ⋅ 34786 Zip Code
Discover this beautiful 5-bedroom, 4-bathroom residence nestled inside the exclusive gated community of Tuscany Ridge. Situated on a spacious corner lot, this home showcases exceptional curb appeal with its tile roof, freshly painted exterior, and an impressive three-car garage with an oversized paver driveway. Step inside and fall in love with the thoughtfully designed split floor plan, featuring elegant formal living and dining rooms that set the stage for gatherings and celebrations. The gourmet kitchen is complete with modern stainless steel appliances, a wet bar, and a wine fridge, perfect for entertaining in style. Throughout the home, you’ll find crown molding, brand new carpeting, and tile flooring in all main living areas, adding both comfort and sophistication. Upstairs, a spacious bonus room with its own full bathroom and dual oversized walk-in closets offers endless possibilities—ideal as a guest suite, playroom, or home theater. Step outside to discover a backyard full of potential—a blank canvas ready for your imagination. Whether you dream of a luxury pool, summer kitchen, lush garden, or outdoor entertainment space, this open, private yard gives you the freedom to design your own resort-style retreat exactly the way you want it. Living in Tuscany Ridge means enjoying peace of mind in a gated community with private patrol, along with resort-style amenities including a playground, tennis court, and basketball court. Tuscany Ridge offers a rare combination of privacy and convenience: top-rated schools, upscale shopping and dining, golf, and Orlando’s world-class attractions. Schedule your private showing today and experience the lifestyle you’ve been dreaming of!

9106 Panzani Place, Windermere
$865,000
4 Beds ⋅ 4 Baths ⋅ Manors At Butler Bay Ph 01 SubDv. ⋅ 34786 Zip Code
This spacious home is located in the desirable, Manors of Butler Bay community and boasts 4 bedrooms and 3.5 bathrooms. The home has been fully renovated with new flooring, new roof, light fixtures, and fresh paint both inside and out. The gourmet kitchen features granite countertops and plenty of storage space. The primary bathroom has also been updated with modern finishes. The screened in pool is perfect for relaxing on hot summer days, and there is even a pool bath and outdoor kitchen for convenience. The 3 car garage provides plenty of space for parking and storage. This home is move-in ready and waiting for you to make it your own.

2608 Carter Grove Circle, Windermere
$862,000
5 Beds ⋅ 3 Baths ⋅ Westover Club Ph 1 Rep SubDv. ⋅ 34786 Zip Code
Now offered at an improved price, this stunning 5-bedroom estate located in the highly desirable Westover Club community. From the moment you step inside, you’re greeted by soaring ceilings and dramatic second-story windows that flood the home with natural light, creating a bright and inviting atmosphere. Just off the entry, a custom-designed office features hardwood flooring, built-in cabinetry, and a dedicated workspace—perfect for working from home in style. Designed for both everyday living and entertaining, the expansive great room opens to the second story and flows seamlessly into the heart of the home: a spacious gourmet kitchen complete with granite countertops, center island, breakfast bar, stainless steel appliances, double built-in ovens, and an elegant backsplash. A unique wine storage nook and built-in entertainment features add both charm and functionality. The split-bedroom floor plan offers privacy, with a generous primary suite on the main level featuring hardwood flooring, space for a sitting area, a contemporary ensuite bath, and a large walk-in closet. An additional first-floor bedroom and full bath with pool access provide flexibility for guests or multi-generational living. Upstairs, a versatile loft is surrounded by additional bedrooms and a full bath, offering ample space for family or guests. Step outside to your private outdoor retreat, where an extended covered lanai (2022) and screened-in pool create the perfect setting for relaxing or entertaining year-round. Additional highlights include a brand new roof (2025) and a beautifully maintained interior that is truly move-in ready. Ideally located in a gated community with amenities including tennis and pickleball courts, playground, and more, this home offers convenient access to major roadways, dining, and shopping. A perfect blend of elegance, comfort, and lifestyle—this home is not to be missed.

1925 Breezy Hill Drive Windermere Florida 34786, Windermere
$862,000
4 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, relax, and enjoy the neighborhood setting. Step inside to original wood floors that extend throughout the main living areas, enriching the home with warmth and timeless appeal. The family room centers around a charming wood-burning fireplace, surrounded by newly installed windows (2020) that fill the space with natural light. French doors open to a large screened porch — an ideal spot for morning coffee, outdoor dining, or unwinding beneath the shade of mature trees. The island kitchen features granite countertops and generous workspace for cooking and entertaining. The first floor includes a full bedroom and bath, perfect for guests or a home office. Upstairs, the spacious primary suite offers a peaceful retreat, joined by two additional bedrooms and the convenience of a second-floor laundry room. New Septic and drain field 2020, A/C 2024, Well re-sleaved and new pump 2024. A partially air-conditioned, three-car garage provides excellent storage and space for vehicles, golf carts, or weekend adventure gear. Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience.

299 W 4th Avenue, Windermere
$860,000
4 Beds ⋅ 3 Baths ⋅ Windermere Isle Ph 2 SubDv. ⋅ 34786 Zip Code
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!

8415 Vivaro Isle Way, Windermere
$860,000
5 Beds ⋅ 3 Baths ⋅ Manors At Butler Bay SubDv. ⋅ 34786 Zip Code
Nestled in the prestigious Manors at Lake Butler, this custom home on over half an acre offers an unparalleled living experience. As you drive through the serene canopy of majestic oaks, the stunning curb appeal and expansive driveway welcome you. The massive backyard provides ample space for relaxation and entertainment. Step inside to discover elegant formal living and dining areas, where soaring ceilings, crown molding, and gleaming wood floors reflect the abundant Florida sunshine. The timeless floor plan is primarily single-story, with a bonus room and a fifth bedroom above the garage, perfect for guests or additional family space. At the heart of the home is the open-concept kitchen, featuring custom cabinetry, a fully vented VIKING gas cooktop, and an island that seamlessly flows into the family room. Here, custom-built shelving and a gas fireplace create a warm and inviting ambiance, while offering perfect views of the sparkling screened-in saltwater pool and spa. The luxurious owner's suite boasts a tray ceiling, French doors leading to the covered lanai, two walk-in closets, dual vanities, a large jacuzzi tub, and an expansive shower. The three-way split floor plan ensures privacy for all, while the bonus room and fifth bedroom above the garage are equipped with a mini-split AC unit for added comfort. Practicality meets convenience with an oversized, side-entry two-car garage (new garage door opener), complete with additional 220-amp service for electric vehicles or woodworking projects. The home’s concrete block construction adds durability, while recent upgrades, including a Kinetico Filtration System (installed in 2021), a 2016 roof, a 2015 AC unit, and newly replaced ductwork, provide peace of mind. Located in a top-rated K-12 school district, with Windermere Elementary right next door, this home also grants deeded access to the Town of Windermere’s Chain of Lakes private boat ramps, giving you easy access to the 13 interconnected lakes spanning over 5000 acres of boating fun and the private tennis courts. Enjoy the vibrant community atmosphere with golf cart-friendly streets, miles of sidewalks for biking or walking, and the beloved Friday morning farmers market. With easy access to major highways like the 408, 429, and Turnpike, and a short drive to Winter Garden Village, Restaurant Row, International Drive, SeaWorld, Universal Studios, and Disney, this home truly offers the best of both tranquility and convenience. Plus, two major hospitals are within five miles, and endless dining and shopping options are at your fingertips. Don’t miss this rare opportunity to own a home of this caliber in the sought-after Manors at Lake Butler.

2544 Carter Grove Circle, Windermere
$860,000
4 Beds ⋅ 3 Baths ⋅ Manors At Butler Bay Ph 01 SubDv. ⋅ 34786 Zip Code
Check out the In-Law Suite in this 4 Bedroom & 3 Full Bath 1 Story home with separate Office, Family Room, Formal Living Room & Formal Dining Room that makes this the Perfect Home for anyone needing space for Parents, Kids & Grandkids – Walking Distance to Windermere Elementary School - 3 Car Garage with tons of Storage – Meandering Brick Walkways leading to the Mature Oak Trees that were lovingly planted by the current Owners – Kitchen recently updated with Stainless Appliances, Granite Tops, Under Cabinet Lighting & Subway Tile - Baths recently updated, Shower was expanded & Closet Organization Systems added to maximize space – Home Office with French Doors adds privacy when needed - New Roof – New Insulated Windows – New Paint – New Light Fixtures - Full Irrigation – Wood Burning Fireplace - Large Yard and Lush Landscape offers plenty of room & privacy between homes – Shaded Brick Courtyard through the French Doors off the Family Room is a great place to hang out and enjoy the birds and squirrels - The Manors in Windermere is a wonderful community and very rare to have a home of this quality become available – Close to the 408, 429, Turnpike and a short drive to Winter Garden Village & Millenia Mall – 2 major hospitals within 5 miles and every bank, restaurant, grocery and retail store is just a few minutes away - Golf Cart friendly & miles of sidewalks for getting exercise by walking or riding your bike – Basketball, Tennis & Pickle Ball Courts – Community Ramp to the Butler Chain of Lakes - Come see the charm Windermere has to offer with the weekly Farmer’s Market & Seasonal Events in the Town Square - Full Coverage Termite Bond with Orkin - Make this your home and create lasting memories with family and friends

2632 Carter Grove Circle, Windermere
$860,000
4 Beds ⋅ 3 Baths ⋅ Windsor Hill SubDv. ⋅ 34786 Zip Code
Playground tennis/pickle ball in neighborhood. Large lot, screened pool, large driveway for parking, 3 car garage with work area. Easy access to all parks and highways. Good schools. Well for irrigation, city water for house, very low bills. 3 walk in closets.

9506 Kingsbury Court, Windermere
$859,000
4 Beds ⋅ 4 Baths ⋅ Ashlin Park Ph 2 SubDv. ⋅ 34786 Zip Code
Luxurious Windermere home in a prime location. Welcome to this stunning four-bedroom, three-and-a-half-bath residence nestled in the highly sought-after Ashline Park. Spanning 3,100 square feet of living area, this elegant home offers an unparalleled blend of style, comfort and convenience. Step inside to a grand foyer that opens to a spacious, open floor plan, featuring high ceilings, premium ceramic flooring and abundant natural light throughout. The gourmet kitchen boasts granite countertops, custom cabinetry, stainless steel appliances and a center island, perfect for entertaining or family gatherings. The expansive primary suite is your private retreat, complete with a spa-inspired en-suite bath, dual vanities, a soaking tub and a large walk-in closet. Each additional bedroom is generously sized, providing ample space for family or guests. Enjoy the best of Florida living in your private backyard oasis overlooking a beautiful lake, featuring a covered lanai, lush landscaping and plenty of space for outdoor dining or a future pool. Located just minutes from top-rated schools, world-class golf courses and the area's best dining, shopping and entertainment options. This Windermere gem won't last long. Schedule your private showing today!

11737 Sprawling Oak Drive, Windermere
$855,000
4 Beds ⋅ 3 Baths ⋅ Legado SubDv. ⋅ 34786 Zip Code
WOW! Don’t miss this stunning 4 bedroom / 3 bathroom home tucked away on a quiet cul-de-sac with no rear neighbors and incredible fireworks views! This beautifully maintained Windermere home in the Legado neighborhood offers the perfect blend of comfort, privacy, and entertainment-ready features. From the moment you step inside, you’ll feel welcomed by the warm and open layout, complete with a versatile bonus space perfect for a home office, plus an additional loft for even more flexibility. The heart of the home is the spacious main living area that flows seamlessly with a modern kitchen, ideal for everyday living and hosting guests. Step outside to your own private paradise—an expansive screened-in lanai overlooks the show-stopping Polynesian resort-inspired pool, surrounded by lush landscaping and peaceful conservation views. Whether you’re relaxing in the pool or enjoying nightly Disney fireworks from your backyard, this home delivers unforgettable moments. With four generous bedrooms, three full bathrooms, and thoughtful upgrades throughout, there’s room for everyone and everything. You’ll love the tranquility of no rear neighbors, the friendly cul-de-sac location, and the convenience of nearby schools, theme parks, shopping, and dining. This home is truly one of a kind—schedule your private showing today and experience your own slice of paradise!

9248 Legado Drive, Windermere
$850,000
4 Beds ⋅ 3 Baths ⋅ Les Terraces SubDv. ⋅ 34786 Zip Code
All the access Windermere is known for without the rules. Most of the homes around here are beautiful, sure, but they come with a specific paint palette, and a list of things you didn't realize you'd signed up for. Not here. Host the cookout that runs late into the night. Plant a real garden. Park the boat in your own driveway. Let the dog run without thinking about it. Keep a few chickens and call it entry level homesteading. Inside, four bedrooms and two and a half baths sit on a layout that gives you more options than most homes twice the price. The primary suite is on the main floor, and there is an entire room between the bedroom and the rest of the house that gives you a private wing to do with whatever you want. It could be the work-from-home setup you've been promising yourself, or a home gym, a quiet second living room, or a nursery just steps from where you sleep. Private access to the screened lanai means the pool is right there too. Upstairs, you'll find updated LVP flooring from 2024, three more bedrooms, and a guest bath. A stone fireplace runs floor to ceiling in the great room, and out back, the screened pool was just converted to saltwater. Recent updates include a new fridge (July 2025), new pool equipment and variable speed pump (June 2025), a new pool safety fence (2025), a new variable speed air handler (May 2024), new carpet in the primary, new LVP upstairs (2024), updated showers (2022), and exterior paint (2021). You're just minutes from Yellow Dog Eats, the Butler Chain of Lakes, downtown Windermere, Winter Garden's Plant Street, Restaurant Row, and every theme park, school, and grocery store the area is known for. An acre with no HOA inside 34786 doesn't come around often. Every reason you wanted to live in Windermere, and none of the reasons you almost didn't.

2722 Ingeborg Court, Windermere
$850,000
3 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
Welcome Home to this beautiful ONE STORY Pool Home in Downtown Windermere! Don't miss this RARE OPPORTUNITY to live among Majestic Oaks with a small town Lifestyle. The setting is “Old Florida” at it's best. Situated on a large corner lot near the Lake Butler Chain of Lakes Private Boat Ramp. The split plan layout provides privacy. The center point of the home is a spacious living room, vaulted ceilings, wood floors and fireplace offering a warm style. The enclosed Sunroom opens to a screened lanai, pool and fenced backyard. Whether you enjoy boating on the spring fed lakes, playing tennis or pickle ball, or simply browsing the weekly Farmer's Market, Windermere has it all! The town is known for it's golf cart friendly community and monthly food trucks.

720 Main Street, Windermere
$850,000
4 Beds ⋅ 3 Baths ⋅ Glenmuir 48 39 SubDv. ⋅ 34786 Zip Code
SALE FELL THROUGH - BACK ON MARKET - THEIR LOSS - YOUR GAIN! Stunning 4 Bed, 3 Bath Pool Home in Gated Glenmuir! Located on a quiet cul-de-sac, this beautifully updated single-story home features a 2025 primary bath remodel with marble floors, modern tile shower, double vanity, and light-up mirror. The home features a thoughtfully designed split floor plan with 4 spacious bedrooms, a private office, and 3 full baths—each updated to complement today’s modern aesthetic. The heart of the home is the stunning, remodeled kitchen built for both function and style, flowing seamlessly into a large, open living area with views of your private backyard oasis. Step outside to enjoy the oversized screened lanai, sparkling pool, relaxing spa, and a newly fenced yard—ideal for entertaining or unwinding after a long day. Recent upgrades include newer HVAC, windows, doors, flooring, lighting, septic field, and more for peace of mind. Located just minutes from Disney, Winter Garden Village, and downtown Windermere, this home delivers lifestyle, location, and luxury. Don’t miss your chance—schedule your private tour today!

6321 Clearmeadow Court, Windermere
$850,000
4 Beds ⋅ 3 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code
LOCATION, LOCATION, LOCATION! Here's your opportunity to join the coveted Windermere Downs community, just minutes from downtown Windermere,and with private access to the renowned Butler Chain of Lakes. This tranquil home is set on a .43-acre lot in a peaceful cul-de-sac, offering a serene setting with mature trees and partial lake views that promise breathtaking sunsets.The open and airy interior is filled with natural light, connecting the living, dining, and kitchen areas seamlessly—ideal for both everyday living and entertaining. The kitchen features an oversized breakfast bar and a spacious walk-in custom pantry, making gatherings a breeze.With four bedrooms, including a flexible option for a second primary suite, this home adapts to a variety of lifestyles. The primary bathroom is a standout feature, boasting a luxurious walk-in shower with three rain shower heads, perfect for a spa-like experience or even easy pet washing. Step outside to your private oasis, complete with an oversized pool surrounded by a fully fenced yard, perfect for relaxation and hosting gatherings. The expansive driveway provides ample space for boat parking, and the property includes a separate workshop for additional projects and storage. The neighborhood is celebrated for its close-knit community spirit, with annual gatherings and celebrations that create a welcoming atmosphere. Just minutes away, downtown Windermere offers an array of dining options, a weekly farmers market, and lively food truck nights, along with convenient access to shopping, dining, and major expressways.Discover the perfect blend of location, comfort, and community at 2532 Waterview Place, where your ideal lifestyle awaits. ***Roof is 2017 with 25-yr warranty, HVAC - 2018, Home has been repiped and Electrical panel replaced.

2532 Waterview Place, Windermere
$850,000
4 Beds ⋅ 3 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code
Welcome to 9700 Pleasant Circle, a stunning property nestled on one of the most picturesque lots in Windermere Downs. This beautiful corner lot spans nearly 3/4 of an acre and sits just across from a scenic park. The home features a large, rounded driveway framed by mature landscaping and lush trees, adding to its charm and curb appeal. Lovingly maintained over the years, this home is ready for its next chapter. The roof was updated in 2019. Located in a town celebrated for its top-rated schools and strong community spirit, the home also offers exclusive deeded access to the neighborhood boat ramp on the renowned Butler Chain of Lakes. Enjoy the convenience of Windermere’s central location, with quick access to major highways and all that Central Florida has to offer. Don’t miss the opportunity to make this home your own—schedule a showing today!

9700 Pleasance Circle, Windermere
$850,000
5 Beds ⋅ 6 Baths ⋅ Lake Sawyer South Ph 1 SubDv. ⋅ 34786 Zip Code
Welcome to this exquisite two-story residence situated on a spacious corner lot, blending luxury with everyday convenience. Boasting 5 bedrooms and 5.5 bathrooms, this beautifully maintained home is perfect for families seeking comfort and style. Step inside to discover elegant hardwood flooring throughout, complemented by tile and plush new carpeting in three bedrooms. The home's attention to detail is evident with custom crown molding in the family room, dining area, office, and master bedroom. Enjoy seamless indoor-outdoor living with built-in speakers in the family room, dining room, office, and patio, creating the perfect ambiance for gatherings and relaxation. The newly renovated kitchen is a chef’s dream, featuring soft-close cabinets with pullouts, a new stove, and a new microwave. A custom-designed pantry offers huge storage, while an osmosis system ensures clean, purified water right at your fingertips. The primary suite is a true retreat with custom closets and built-in chest of drawers. Another bedroom also features a custom closet, while one has been expertly converted into a functional office space with built-in desk, filing cabinets, and hutch—easily removable if needed. Outside, the fenced yard provides privacy and space for play, while the sparkling pool invites you to unwind. The three-car garage is enhanced with upgraded flooring, additional cabinets, and a convenient sink. This home has plantation shutters throughout with additional window treatments. Roof replace in 2022. Located in a highly sought-after school district with both private and public schooling options, this home is beautifully upgraded and move-in ready. Don’t miss your chance to own this exceptional property!

13303 Roskin Lane, Windermere
$850,000
4 Beds ⋅ 4 Baths ⋅ Glenmuir Ut 02 51 42 SubDv. ⋅ 34786 Zip Code
Located in the desirable, gated community of Glenmuir in Windermere, this well-maintained residence offers a blend of comfort and elegance. Featuring four spacious bedrooms, three full bathrooms, and a convenient half bath, this home provides a peaceful retreat within a charming neighborhood. Situated on a sought-after corner lot, this property offers generous space and privacy, with stunning pond views complemented by a serene natural conservation area. Upon entry, you’re greeted by a grand foyer leading to an open, airy layout with high ceilings. To the right of the entrance, you'll find a versatile office space or den, while the spacious living areas include a formal dining room. The gourmet kitchen is a highlight, featuring a large island, custom cabinetry, and seamless integration with the casual dining nook and expansive family room. Seamlessly blending indoor and outdoor living, this home offers the ultimate in Florida lifestyle, with expansive open patio spaces perfect for alfresco enjoyment. The master suite is a tranquil sanctuary, showcasing breathtaking pond views and a spacious, spa-like en-suite bathroom. This luxurious retreat features a generous walk-in closet, a separate shower and soaking tub, dual vanity sinks, and a convenient towel/linen closet. The impressive triple-car garage, along with extra driveway space, offers generous parking accommodations for both residents and guests. Glenmuir is renowned for its top-rated public and private schools, making it Central Florida’s premier educational destination. This exceptional home is just minutes from Disney World, fine dining, upscale shopping, and major attractions like Universal Studios. Enjoy a perfect blend of luxury and convenience in a community featuring a playground, picnic gazebo, basketball court, and scenic ponds. Experience unmatched comfort and access to Central Florida’s finest amenities. Schedule your viewing today and seize this extraordinary opportunity!

10903 Ledgement Lane, Windermere
$850,000
4 Beds ⋅ 4 Baths ⋅ Glenmuir 48 39 SubDv. ⋅ 34786 Zip Code
Welcome to the gated community of Glenmuir! This home is a rare gem in a highly sought-after zip code. Upon entering through the grand double front doors, you'll find a spacious office with ample natural light to your right. Continuing through the foyer, you’ll discover an oversized living room adjacent to a formal dining room. The heart of this home is its kitchen, which seamlessly integrates with a large family room, making it perfect for hosting gatherings and entertaining. The kitchen boasts fully upgraded 2023 stainless steel appliances (refrigerator, garbage disposal, oven, and stovetop), bar seating, and extensive countertop space. This split floor plan places the large master bedroom to the left of the living room, while the other three bedrooms are situated to the right. The master bathroom features a luxurious standalone tub, a walk-in shower, dual sinks, and ample storage. Two additional bedrooms have en-suite bathrooms, while the third bedroom shares a full bathroom. All toilets in the home are new as of 2023. A Florida home is not complete without a luxurious outdoor space. The fully re-screened patio ., perfect for relaxing . pressure washed in 2023, and the screens were fully replaced in 2021. With ample space for outdoor living, you will love the endless possibilities. ,the oversized backyard is ideal for gardening, playing, or letting dogs run free. Notable 2023 upgrades include: New kitchen cabinets (60 inch soft close wall cabinets ) with additional storage above Designer Quartz counter top New stainless steel commercial style LG refrigerator New stainless steel stovetop and oven New garbage disposal All new toilets luxury water proof vinyl through home New baseboards molding bathrooms updated New Light Fixtures freshly painted inside and out.

6443 Crestmont Glen Lane, Windermere
$850,000
6 Beds ⋅ 4 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. This exquisite 6-bedroom, 4-bathroom pool home is a dream come true. As you enter, you'll be captivated by the grand foyer, soaring cathedral ceilings, elegant crown moldings, and plantation shutters throughout. The spacious living room features a striking wooden staircase, iron railings, and a private master balcony. The gourmet kitchen is a chef's delight, boasting a breakfast nook, bay windows, and a butler's pantry. French doors lead outside to your private oasis, featuring a crystal-clear pool and spa. Enjoy the Florida sunshine on your screened lanai or relax in the shade of the covered patio. Or step outside into your beautifully landscaped yard with mature fruit trees. The luxurious master suite offers a spacious bedroom with a private balcony and a walk-in closet with custom shelving. The en-suite bathroom features a relaxing garden tub. The second floor also features another bedroom with an en-suite bathroom and walk-in closet as well as two bedrooms sharing a Jack and Jill bathroom. Recent updates to the home include a brand new water heater and a new roof using an energy-efficient silver shield radiant barrier technology. Enjoy the convenience of top-rated schools, easy access to major highways (408, Turnpike, 429), and proximity to Central Florida's world-famous attractions and beautiful beaches. Call and schedule a private showing today!

4538 Indian Deer Road, Windermere
$850,000
4 Beds ⋅ 3 Baths ⋅ Westover Club SubDv. ⋅ 34786 Zip Code
This property sounds like a dream for anyone who loves entertaining and enjoys a luxurious yet comfortable lifestyle. The resort-style pool and spacious entertaining areas, coupled with tropical plants, create an inviting atmosphere for gatherings and relaxation.The interior features are equally impressive, with attention to detail evident throughout. The triple split floorplan offers privacy and flexibility, while the beautifully remodeled kitchen and bathrooms provide both style and functionality. The addition of custom trim and molding work, built-in cabinetry, and accent walls adds character and charm to the home.Smart home features, such as electrical switches, enhance convenience and efficiency, while the exterior upgrades, including landscape lighting and brick pavers, add curb appeal and create a welcoming outdoor space.Located in the gated Westover Club neighborhood, residents can enjoy a sense of security and community, as well as access to amenities like tennis courts and playgrounds. Plus, its central location provides easy access to highways, shopping, dining, and attractions, making it a highly desirable place to call home.

1991 Westhill Run, Windermere
$850,000
4 Beds ⋅ 4 Baths ⋅ Reserve At Belmere 48 23 SubDv. ⋅ 34786 Zip Code
Discover this breathtaking 2-story house with 4 bedrooms and 4 bathrooms. Nestled within the sought-after Reserve at Belmere community, this residence offers the perfect blend of tranquility and convenience. As you step inside, you're greeted by the elegant office and the spacious living room and dining room. The heart of the home is the gourmet kitchen, equipped with sleek stainless steel appliances, an eat-in space, and a convenient gas connection for culinary enthusiasts. Adjacent to the kitchen, the family room with a custom-built media center and a cozy fireplace, creates the ideal ambiance for gatherings with loved ones. To entertain with style, step outside to the summer kitchen and private screen enclosed pool, complete with a safety fence for peace of mind. The first floor also hosts the primary bedroom along with two additional bedrooms, providing both convenience and privacy. Indulge in the luxurious custom master closet, perfect for organizing your wardrobe with style and ease. The interior laundry room adds practicality to your daily routine, while plantation shutters and an alarm system ensure both elegance and security. The second floor has the fourth oversized bedroom and full bathroom. Outdoor living reaches new heights with a meticulously manicured lawn and an enclosed fenced backyard, offering the perfect oasis for relaxation and recreation. The paved driveway leads to a generous 3-car garage, providing ample space for your vehicles and storage needs. The Reserve at Belmere community offers an array of amenities to enhance your lifestyle. Enjoy access to basketball, tennis, and sand volleyball courts, along with a fishing dock, fitness center, and playground, plus it’s within a gated and guarded community. Don't miss this unparalleled opportunity to experience luxury living at its finest. Schedule your private tour today and make this dream home yours!

1250 Glenheather Drive, Windermere