Windermere Luxury Homes For Sale

Windermere Luxury Homes for Sale

Windermere Among The Lakes. Town Center


This list is for Windermere Luxury homes for sale $400,000+ and up. Windermere 34786 is located in Orange County

Why $400k? First lets address that the term “Luxury” is relative.  Each person will have their own view of Luxury.

For example when I had a Honda Pilot passengers called it luxury.  In ways it was.  The brand was not luxury but being spacious with extras not in most vehicles made it just that.  Comparing it to a Luxury brand that did not have the interior space and hitting my head on the roof, it was luxury….for me!

Back to Windermere Luxury Homes for sale.  Let’s take a home selling for $300,000 at 2,000 sq ft.  The home probably has random upgrades in it.  Larger tile floors, nicer door handles.  Fancier kitchen counters and larger cabinets.

Now take that same size home and upgrade everything.  Many things are upgraded past the first level upgrade to a Level 2 or 3 upgrade.  That same size Upgraded home now becomes luxury.  To get there it will commonly add $100,000 to $150,000 in upgrades parts.

Now with all that said a home that is larger and selling for the same price will have less upgrades.  This is accounting for all things being the same.  The larger house is not on a sale.

Also keep in mind that a home in Windermere will sell for more than in other towns.  The home for sale will cost more than a similar home selling in other towns such as Winter Garden or Clermont.

Now that we have some idea of what can make a luxury home.  Here is a list of Homes for Sale in Windermere over $400,000

Windermere Luxury Homes For Sale List

MLS# O5918340
For Sale
13543 Riggs Way
Windermere, FL 34786
3 BR | 3 BA | 2,481 Sqft | Residential
The Windermere lifestyle can now be yours with this immaculately maintained home at Berkshire Park where you will enjoy the walking / running trails, community pool / basketball / tennis, easy access to Lakeside Village to the east and Wint (more...)
Reiki Realty LLC
MLS# O5918347
For Sale
6854 Trellis Vine Loop
Windermere, FL 34786
5 BR | 5 BA | 3,393 Sqft | Residential
Check out this gorgeous, well-priced property located in the wonderful community of Windermere! Just minutes to the theme park areas and Downtown Orlando and only five years young, this amazingly-kept five bedroom, four and a half property (more...)
Coldwell Banker Realty
MLS# O5917807
For Sale
9213 Reflection Pointe Dr
Windermere, FL 34786
4 BR | 3 BA | 2,225 Sqft | Residential
Windermere! Voted #14 in Best Suburbs to Raise a Family in Orlando Area according to Niche, this spacious, 4 bed 3 bath, energy-efficient, Windermere Trails home is an excellent choice for you and your family. Tiled throughout, with a junio (more...)
La Rosa Realty, LLC
MLS# S5045298
For Sale
11842 Gray Rock Trl
Windermere, FL 34786
4 BR | 3 BA | 3,616 Sqft | Residential
Absolutely Gorgeous! Won´t you love too see Magic Kingdom´s fire works from your window? This Stunning home located in Windermere Trails community, can offer you that!!! Model Rainier, Beazer builder. This 2-story Windermere Tr (more...)
The Listing Realty LLC
MLS# J915035
For Sale
Windermere, FL 34786
5 BR | 5 BA | 5,413 Sqft | Residential
This majestic 2-story 5,413 sifts home features 5 BR / 4.5 BA will impress you with magnificent views from the outdoor oasis! Decorative pavers lead up the oversized driveway to 3 car garage! Double door entry takes you into the formal livi (more...)
Stellar Non-member Office
MLS# O5917797
For Sale
13222 Roskin Ln
Windermere, FL 34786
4 BR | 4 BA | 2,628 Sqft | Residential
Come see this gorgeous and spacious home in the desirable Lake Sawyer South neighborhood in Windermere! The front porch welcomes you in style. From the foyer, show off your elegant side in the formal living and dining rooms defined with col (more...)
Mvp Realty Associates LLC
MLS# O5879833
For Sale
11044 Belmere Isles Ct
Windermere, FL 34786
4 BR | 3 BA | 2,570 Sqft | Residential
WOW- WHAT AN OPPORTUNITY - This luxurious, spacious and comfortable property is located in one of the most sought-after neighborhoods in Windermere. Immediately from the Front Entrance enjoy the bright and spacious Home-Office leading to th (more...)
Florida Int'l Real Estate Partners
MLS# O5917449
For Sale
11792 Hampstead St
Windermere, FL 34786
5 BR | 4 BA | 3,915 Sqft | Residential
TURN KEY OPPORTUNITY AWAITS! Everything you have been looking for but haven't been able to find is waiting for you right now in the Enclave, one of Windermere's newest and most popular neighborhoods. Light and bright with top-of-the-line fi (more...)
Lakeside Realty Windermere Inc
MLS# O5915595
For Sale
5284 Isleworth Country Club Dr
Windermere, FL 34786
4 BR | 5 BA | 6,738 Sqft | Residential
Poised on Isleworth Country Club Drive overlooking Eagle Pond and the 11th tee, this exquisite estate offers exceptional golf and water views within the gates of Central Florida's most iconic golf and country club community. Adjacent to the (more...)
Isleworth Realty LLC
MLS# O5917196
For Sale
8342 Boyla Ct
Windermere, FL 34786
0.78 Acres |
This is your opportunity to build your WATER FRONT dream home on one of the last buildable lots in the Keene's Pointe Community. This beautiful lakefront lot on a private cul-de-sac boasts pond and lake frontage on Lake Burden. Enjoy suns (more...)
Southern Realty Group LLC
MLS# O5917406
For Sale
Windermere, FL 34786
4 BR | 3 BA | 2,224 Sqft | Residential
This one owner home is spotless. This home is loaded with upgrades both inside and outside. Stone elevation on the exterior with tile roof along with a full front porch just to name a few upgraded exterior features. Once inside you will not (more...)
Thomas Dondey Life Styles Inc
MLS# O5915892
For Sale
6432 Deacon Cir
Windermere, FL 34786
5 BR | 9 BA | 11,229 Sqft | Residential
This stunning Georgian manor located within the gates of the renowned Isleworth community tastefully intertwines timeless old world charm with modern style. Upon entry, you will be welcomed by the grand staircase while you gaze past the wal (more...)
Er Real Estate Group
MLS# O5917121
For Sale
13418 Hopkinton Ct
Windermere, FL 34786
4 BR | 4 BA | 2,745 Sqft | Residential
Welcome home to the desirable gated Preserve at the Lakes of Windermere. Located on a quiet cul de sac, this beautiful two-story, 4 bedroom, 3 and ½ bath home has been immaculately cared for by the original owners. It is situated on (more...)
Summerside Realty LLC
MLS# O5917325
For Sale
2556 Carter Grove Cir
Windermere, FL 34786
5 BR | 3 BA | 3,711 Sqft | Residential
HIGHLY DESIRED WINDERMERE COMMUNITY MANORS AT BUTLER BAY! Walk to Windermere Elementary. The quaint Town of Windermere is where residents enjoy friendly small town lifestyle with parks, playgrounds, weekly Farmer's Markets and access to t (more...)
Castle & Cottage Realty LLC
MLS# O5916528
For Sale
11009 Hawkshead Court
Windermere, FL 34786
4 BR | 5 BA | 3,890 Sqft | Residential
Discover elegance in this beautiful 4 BR / 4.5 bath custom pool home behind the gates of Lake Butler Sound, a 380 acre enclave of exquisite homes in a tranquil Florida waterfront and conservation setting. Situated on a spacious corner lot, (more...)
Keene's Pointe Realty
MLS# O5917267
For Sale
13036 Lake Roper Ct
Windermere, FL 34786
5 BR | 7 BA | 4,044 Sqft | Residential
This stunning completely renovated waterfront home in a gated community features 5 bedrooms and 5 bathrooms on a 1.77-acre lot in the desirable town of Windermere. Situated on a secluded lot in a small 12-home gated community. The gourmet (more...)
Kelly Price & Company LLC
MLS# G5037408
For Sale
5825 Oxford Moor Blvd
Windermere, FL 34786
4 BR | 3 BA | 4,319 Sqft | Residential
Welcome to this Gorgeous 4 bedrooms, 3 full baths and 3 car garage single family home. This amazing property is located on an Oversized Lot in a quiet family friendly gated community in the heart of Windermere. Open layout floor plan and va (more...)
La Rosa Rty Winter Garden LLC
MLS# O5914357
For Sale
11952 Camden Park Dr
Windermere, FL 34786
5 BR | 4 BA | 3,337 Sqft | Residential
GOLF FRONT ~ TROPICAL OASIS Welcome to Keene’s Pointe! Where a Luxury Golf Community blends with the Florida Lifestyle. As you enter the guarded gates you are welcomed by mature oak trees and impeccable landscaping. Upon approaching (more...)
Coldwell Banker Realty
MLS# O5915996
For Sale
1927 Watermere Ln
Windermere, FL 34786
5 BR | 4 BA | 3,053 Sqft | Residential
HOT PROPERTY ALERT! THIS PROPERTY JUST HAD RECENT APPRAISAL OF 755K Luxury living at its finest! 5 bedroom, 3.5 bath opulent home sitting in one of Central Florida's most sought-after neighborhood. Enormous kitchen space capable of handling (more...)
Bustamante Real Estate Inc
MLS# O5915530
For Sale
2509 Carter Grove Cir
Windermere, FL 34786
4 BR | 3 BA | 2,447 Sqft | Residential
MOVE IN READY, charming pool home in Windermere’s desirable Manors At Butler Bay. This home has 4 bedrooms, 3 bathrooms, formal living and dining rooms, 2 wood burning fireplaces, 3 car side entry garage and an amazing outdoor space w (more...)
Watson Realty Corp
MLS# A4488322
For Sale
7809 Brofield Ave
Windermere, FL 34786
5 BR | 4 BA | 3,219 Sqft | Residential
One of few available homes for sale in the area! Pulte built home with no rear neighbors, upgraded elevation on a lot which owners paid a premium for. In Windermere's Berkshire Park close to Theme Parks and “A” rated recently bu (more...)
Keys Realty Redefined LLC
MLS# O5916387
For Sale
830 Oakdale St
Windermere, FL 34786
4 BR | 5 BA | 3,670 Sqft | Residential
MODERN LUXURY IN THE HEART OF WINDERMERE!! Clean, sleek aesthetics draws your attention to this unique, custom built pool home surrounded by the quaint small town charm of downtown Windermere. Be wrapped in luxury from the moment you enter (more...)
Roi Ave LLC
MLS# O5915841
For Sale
5717 W Lake Butler Rd
Windermere, FL 34786
4 BR | 4 BA | 3,582 Sqft | Residential
As you drive up to the stately two story lakefront traditional with it's mature oaks and lush lawn you know you're home. Situated in Kelso on Lake Butler this home offers the peace and quite of the country just minutes from the Winter Gard (more...)
Keller Williams Heritage Realty
MLS# O5883033
For Sale
4285 Isabella Cir
Windermere, FL 34786
6 BR | 8 BA | 7,430 Sqft | Residential
Uncompromised quality. This Toll Brothers Villa Lago luxury home situated in the award-winning gated community of Casabella will exceed your expectations. Conveniently located in sought-after Windermere featuring first-class golf courses, w (more...)
Premier Sotheby's Intl. Realty
MLS# O5890506
For Sale
2114 Grove Point Ln
Windermere, FL 34786
4 BR | 3 BA | 2,805 Sqft | Residential
Located in one of the most beautiful gated communities in Windermere, this fully remodeled Mediterranean style home sits on a gorgeous private 1.22 acre lot. As soon as you step foot into this beautiful home you can see that it is perfect f (more...)
Mainframe Real Estate
MLS# O5915096
For Sale
11365 Ledgement Ln
Windermere, FL 34786
5 BR | 4 BA | 2,822 Sqft | Residential
Absolutely gorgeous 5 bed 3.5 bath pool home with 3 car garage located in the gated community of Glenmuir beautifully positioned on a large private and fenced corner lot. This beautiful home has a master bedroom and 2 ensuites. The very lar (more...)
Florida Realty Marketplace
MLS# O5912699
For Sale
Windermere, FL 34786
4 BR | 4 BA | 3,931 Sqft | Residential
Welcome to this Beautiful Pool home nestled in the Reserve at Lake Butler Sound. 24-hours guard-gated community. Located just minutes from fine dining, world-class shopping, and all the area theme parks. Located on a premium conservation lo (more...)
Yche Realty
MLS# O5915563
For Sale
1130 Lascala Dr
Windermere, FL 34786
4 BR | 2 BA | 2,545 Sqft | Residential
Gorgeous home in the sought after gated community of Belmere Village in Windermere! This move in ready home sits on a corner lot, surrounded by lush landscaping. This 4 bedroom 2 bath home has a very desirable 3 way split plan and a dedicat (more...)
4 Acre Realty LLC
MLS# O5914416
For Sale
Harbor Isle Dr
Windermere, FL 34786
0.67 Acres |
Final opportunity to build your dream home on this last remaining lot within the exclusive gated community of Harbor Isle, a private 32 home community located on the banks of the Butler Chain of Lakes. Bring your own builder, with no time l (more...)
Charles Rutenberg Realty Orlando
MLS# S5044736
For Sale
8450 Powder Ridge Trl
Windermere, FL 34786
4 BR | 4 BA | 2,633 Sqft | Residential
Come see the only BUNGALOW of its kind for sale in Windermere Trails! This Corner LOT residence is water facing and has many potentials for the new owner to add privacy fence and design outdoor area with a private pool. The property boasts (more...)
Sunshine Florida Realty, Inc
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Please Contact Rich Noto Realtor for Luxury homes in Windermere.

with any Questions or for representation.

Remember the home builder and seller includes the Realtor fee in the price.

The builders sales team has the builders best interests in mind.

If you choose not to use a Free Realtor in Windermere the price is the same but without the guidance and protection I can offer.