1821 WINDERMERE ROAD, Windermere, FL 34786
Property image
Property image
PENDING
NEW CONSTRUCTION
3D VIEW
1.16 ACRES

$4,276,160

  • 5 Beds
  • 6.5 Baths
  • 6,401 sqft (on 1.16 acres)

1821 WINDERMERE ROAD, Windermere, FL 34786

Est. Mortgage $30,402/mo*
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Home Highlights

Single-Family Home
Built in 2026
1.16 acre lot
$668/sqft
3 Car Garage

Local Information

  • Map ViewExplore the area around 1821 WINDERMERE ROAD.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Pre-Construction. To be built. Discover an unparalleled opportunity to acquire a sovereign 1.16-acre estate homesite in the heart of Windermere. This meticulously positioned property, oriented east-west for optimal light, is ensconced within a private setting and borders a permanent conservation area, ensuring absolute privacy and serene, unimpeded vistas. The absence of an HOA affords complete architectural freedom, making this the premier canvas for a discerning clientele to realize a fully bespoke residence. The Homesite Poised in an exclusive and tranquil setting, the estate offers a retreat-like atmosphere while maintaining proximity to Windermere's finest amenities. The lot guarantees no rear neighbors, creating a timeless backdrop of natural beauty. Esteemed schools, luxury shopping, gourmet dining, and major transportation corridors are merely moments away, striking a perfect balance between seclusion and convenience. A Vision of Refined Living is presented with the unique privilege of complete customization. The client is invited to curate every detail, from structural enhancements and premium Design Center selections to the seamless integration of a custom-designed pool and spa complex. Architectural distinction begins at the two-story covered entry, which introduces a grand foyer and an impressive volume of space. The principal living areas are artfully designed for both large-scale entertaining and intimate daily life, featuring:An elegant foyer and formal dining room. A magnificent living room with detailed coffered ceilings, opening to a spacious lanai for seamless indoor-outdoor Florida living. A chef-inspired kitchen overlooking a sunny casual dining area, equipped with a large center island breakfast bar, ample counter space, and a huge walk-in pantry. Retire to the palatial primary bedroom suite, a true owner's retreat featuring a coffered ceiling, a relaxing sitting area, dual walk-in closets, and a deluxe primary bath with dual vanities, a luxe shower, and a private water closet. All secondary bedrooms feature walk-in closets, with two offering private baths and one utilizing a well-appointed hall bath. First-Floor Bedroom Suite: Perfect for guests or multi-generational living. A secluded first-floor office for productivity. Powder room, everyday entry, and a centrally located laundry room. We invite qualified buyers to schedule a private consultation to review detailed architectural plans, finish selections, and customization options. Our team of professionals will guide you through every aspect of creating your Windermere estate. Contact our exclusive listing team to arrange a comprehensive property review and begin the customization process for your Varen estate.
Last check for updates: about 5 hours ago
Listing Provided by: Matthew Matthews, (407) 408-5918
ORLANDO TBI REALTY LLC, (407) 345-6000
Sharon Walisky, (407) 925-9878
ORLANDO TBI REALTY LLC, (407) 345-6000
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6339740
Also Listed on Stellar MLS.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 1821 WINDERMERE ROAD

Interior Features

Interior Details
Number of Rooms: 15Types of Rooms: Primary Bedroom, Primary Bedroom 2, Bedroom 2, Bedroom 4, Bedroom 5, Primary Bathroom, Bathroom 2, Dinette, Dining Room, Great Room, Kitchen, Living Room, Loft, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6401 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Available, Sewer Available, Underground Utilities, Water AvailableAppliances: Cooktop, Dishwasher, Disposal, Exhaust Fan, MicrowaveDishwasherDisposalLaundry: Inside,Laundry RoomMicrowave
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: HeatedNo Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: Sliding DoorsFlooring: Carpet, Ceramic Tile, Laminate
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Laminate
View
Has a ViewView: Trees/Woods
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Front Porch, Porch, Rear PorchExterior: LightingFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 21x20No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Driveway,Garage Door Opener
Pool
Pool: In GroundPool
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 9Days on Market: 180+

Property Information

Year Built
Year Built: 2026
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, Stucco, Wood FrameIs a New ConstructionNot Attached PropertyNo Additional ParcelsIncludes Home Warranty
Property Information
Condition: Pre-ConstructionParcel Number: 062328000000065

Price & Status

Price
List Price: $4,276,160Price Per Sqft: $668
Status Change & Dates
Off Market Date: Fri Jan 23 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Pending

Media

Location

Direction & Address
City: WINDERMERECommunity: SADDLECREST AT WINDERMERE

Agent Information

Listing Agent
Listing ID: O6339740

Building

Building Details
Builder Model: Varen CoastalBuilder Name: Toll Brothers
Building Area
Building Area: 8421 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 1.1647 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6339740Back On Market Date: Fri Jan 23 2026Showing Considerations: To Be BuiltShowing Requirements: Appointment OnlyUniversal Property Id: US-12095-N-062328000000065-R-N

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Windermere

At least 271 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say car is needed

  • 87 % Say parking is easy

  • 81 % Say people would walk alone at night

  • 80 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 75 % Say streets are well-lit

  • 64 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 59 % Say it's walkable to grocery stores

  • 56 % Say there's wildlife

  • 55 % Say it's walkable to restaurants

  • 54 % Say neighbors are friendly

  • 40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Anjalique Creative Concepts
    "We’ve lived in this area for 5 years and absolutely love it! The people in the community are always friendly, welcoming and supportive of one another. All the surrounding neighborhoods are well maintained and there are always organized activities in the community that makes it fun to meet new residents moving in."
    0
    Flag
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
    0
    Flag
  • Valentina
    "Trick or treating is big but it’s more about small groups of neighbors doing things together rather than large activities in the entire neighborhood."
    0
    Flag
  • Juliana Daurio
    "I moved to Windermere in 2004. When my kids were 3 and 4. This feels like home since then. Now that my kids are gone I see no need to move. I have many nice neighbors and enjoy everything that this area has to offer. "
    0
    Flag
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
    0
    Flag
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
    0
    Flag
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
    0
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  • Datylberman
    "I work at home so I’m not versed in the commute anywhere.many people in Windermere work at hone also.friends who work downtown are happy with their commute."
    0
    Flag
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
    0
    Flag
  • Garrett Hendrickson
    "Some home owners don’t want neighbors dogs to relieve themselves in their yard. This is even if you clean up after your pet. "
    0
    Flag
  • Ngandhi62
    "Great areas to walk dogs and great puppy parks. Very close convenient veterinarians and pet supply stores. There are also many pet owners in area, therefore a nice social community is created."
    5
    Flag
  • Sean H.
    "It is a very pet friendly neighborhood. And has many fenced in dog areas and 90% of people are respectful enough to clean up after their dogs."
    3
    Flag
  • Limegreenlilo
    "Quiet & neighbors look out for one another. We have a FB page for residents to help each other out. I have been a resident ten years and love living here. HOA is good and they keep everything nice."
    0
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  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
    3
    Flag
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
    3
    Flag
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
    1
    Flag
  • Msldancer
    "See lots of dogs in the area, most are very social. But I do not like that some owners do not put their dogs on leashes, they also then get mad when you come by even though you’re dog is leashes as it should be."
    2
    Flag
  • Mckenziejl
    "They would like the many trails and dog parks. Most of the neighborhoods are not gated or man guarded, so you can easily move in and out of them. Each neighborhood is unique and wherher you're going for walk with or without you pet, the time would be enjoyable."
    0
    Flag
  • Jessica
    "30min or less to get to any of the central Florida locations. Some locations can even see fireworks. Traffic can be a little heavy during the am/pm rush but nothing super crazy."
    2
    Flag
  • Stephanie F.
    "Easy to get to Disney. I work on Disney property. High traffic during rush hour times. Very quick during non peak rush hour times. "
    1
    Flag
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
    0
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  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
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  • David M.
    "I’ve lived in Windermere for 3+ years and absolutely love it! Great schools, homes and atmosphere! Wouldnt live in any other neighborhood! "
    0
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  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
    2
    Flag
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
    1
    Flag
  • Dasom.jang
    "It’s a nice and safe area to live in. There isn’t much going on, but there are food truck nights once a month, and farmer’s market on every Saturday in Winter Garden. "
    0
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  • John F.
    "I have lived in Windermere for 20 years. Very safe and good clean people. The cops are very responsive and people are rich and have class "
    0
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  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
    0
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  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
    0
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  • Evelyn T.
    "It’s a small oasis away from the hustle and bustle of such a vacation heavy town. I love getting to feel like I’m actually away from work and in a calm space but still be a 20 minute commute."
    1
    Flag
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
    0
    Flag
  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
    1
    Flag
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
    0
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  • Loypippin
    "It’s a safe area but growing too quickly. Too many new houses and schools getting crowded. The schools are great, but need to be built faster to keep up. "
    1
    Flag
  • Beverly B.
    "It is very safe well lighted small community with many families with and without children. Everyone is friendly and keep their properties in great shape"
    0
    Flag
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
    1
    Flag
  • Princess J.
    "Great place to live, and I feel safe in this area. I moved to this area when I moved to Florida and it was the best decision. "
    1
    Flag
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "
    0
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Market trends in Windermere

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$856K
$41.5KMoM
Sale-to-List Price
96.8%
0.4%MoM
Price per sq ft
$297
$5MoM
Available listings
274
22MoM

Home Value

Trulia Estimate
$4.07M
Since last month
Decreased$7K (-0.2%)
Since last year
Increased$1M (+55.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +56% in the last 10 years
MonthEstimated value
2026
September 2026$4.08M
August 2026$4.07M
July 2026$4.09M
June 2026$4.09M
May 2026$4.09M
April 2026$4.08M
March 2026$4.07M
February 2026$4.04M
January 2026$4.03M
2025

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1984 WINDERMERE ROAD, Windermere, FL
0.13
Single-Family Home
$1,950,000
10/20/25
6
5.5
6,601
1849 WATERMERE LANE, Windermere, FL
0.30
Single-Family Home
$1,210,000
06/29/26
5
3.5
3,934
1927 WATERMERE LANE, Windermere, FL
0.34
Single-Family Home
$1,120,000
11/20/25
4
3.5
3,053
1408 LAKE WHITNEY DRIVE, Windermere, FL
0.61
Single-Family Home
$2,400,000
09/15/26
5
5.5
5,433
1238 LAKE WHITNEY DRIVE, Windermere, FL
0.56
Single-Family Home
$35,100
10/02/25
4
5.5
5,515
2828 MARQUESAS COURT, Windermere, FL
0.82
Single-Family Home
$2,500,000
01/05/26
6
5.5
6,819
11056 CLIPPER COURT, Windermere, FL
1.01
Single-Family Home
$1,675,000
04/15/26
5
6
6,375
11407 WILLOW GARDENS DRIVE, Windermere, FL
0.49
Single-Family Home
$1,200,000
07/20/26
5
3
3,501
1515 LAKE WHITNEY DRIVE, Windermere, FL
0.63
Single-Family Home
$1,267,500
06/08/26
5
5
3,931
3130 BUTLER BAY DRIVE N, Windermere, FL
0.99
Single-Family Home
$1,650,000
05/29/26
5
5
4,490

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
11994 MCKINNON ROAD, Windermere, FL 34786
0.07
$799,900
4
4
2,450
For Sale
1984 WINDERMERE ROAD, Windermere, FL 34786
0.13
$1,942,200
6
5.5
6,601
Off Market
12002 MCKINNON ROAD, Windermere, FL 34786
0.17
$1,276,700
4
3.5
3,577
Off Market
11931 PROVINCIAL WAY, Windermere, FL 34786
0.21
$1,633,400
5
5
4,316
Off Market
11954 PROVINCIAL WAY, Windermere, FL 34786
0.29
$1,963,200
4
4.5
4,800
Off Market
2505 WINDERMERE RESERVE COURT, Windermere, FL 34786
0.30
$3,146,700
5
6
5,218
Off Market
12202 MCKINNON ROAD, Windermere, FL 34786
0.28
$1,477,600
3
3
3,217
Off Market
2511 WINDERMERE RESERVE Court, Windermere, FL 34786
0.33
$2,742,000
5
5.5
5,175
Off Market
1849 WATERMERE LANE, Windermere, FL 34786
0.30
$1,210,000
5
3.5
3,934
Recently Sold
2504 WINDERMERE RESERVE COURT LOT 040, Windermere, FL 34786
0.35
$875,000
-
-
-
For Sale
1927 WATERMERE LANE, Windermere, FL 34786
0.34
$1,120,000
4
3.5
3,053
Recently Sold
2516 WINDERMERE RESERVE COURT, Windermere, FL 34786
0.37
$2,758,600
5
5.5
4,953
Off Market

Price and Tax history

DateEventPrice
Jan 23, 2026
Source: Stellar MLS #O6339740
Pending
$4,276,160
Jan 23, 2026
Source: Stellar MLS #O6339740
PriceChange
$4,276,160
Price increased by 55%
Sep 6, 2025
Source: Stellar MLS #O6339740
Pending
$2,756,995
Aug 28, 2025
Source: Stellar MLS #O6339740
Listed For Sale
$2,756,995

LGBTQ Local Legal Protections

Matthew Matthews, ORLANDO TBI REALTY LLC, (407) 345-6000
Agent Phone: (407) 408-5918

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Frequently asked questions about 1821 WINDERMERE ROAD

  • What is the estimated monthly payment for 1821 WINDERMERE ROAD?
    Based on a $4,276,160 list price with 20% down at today's rates, the estimated monthly payment for 1821 WINDERMERE ROAD is approximately $30,849 (about $23,184 principal & interest, $7,590 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 1821 WINDERMERE ROAD compare to homes in Windermere?
    1821 WINDERMERE ROAD is listed at $4,276,160, about 400% above the $856K median sale price in Windermere.
  • What do residents say about Windermere?
    Residents describe Windermere, FL as dog-friendly, pedestrian-friendly, and easy to park in. See homes for sale in Windermere, FL.
  • What are the closest schools to 1821 WINDERMERE ROAD?
    The closest schools to 1821 WINDERMERE ROAD are Bridgewater Middle School (rated 9/10), Windermere Elementary School (Pre-K, rated 10/10), Windermere High School (rated 7/10).
  • Does 1821 WINDERMERE ROAD have air conditioning?
    Yes, 1821 WINDERMERE ROAD has air conditioning.
  • Does 1821 WINDERMERE ROAD have a pool?
    Yes, 1821 WINDERMERE ROAD has a pool.
1821 WINDERMERE ROAD, Windermere, FL 34786 is a 5 bedroom, 7 bathroom, 6,401 sqft single-family home built in 2026. This property is currently available for sale and was listed by Stellar MLS on Aug 28, 2025. The MLS # for this home is MLS# O6339740.