2 CHASE ROAD, Windermere, FL 34786
Property image
Property image
ACCEPTING BACKUPS
NEW CONSTRUCTION
0.44 ACRES

$2,200,000

Original price: $3,200,000
  • 4 Beds
  • 4.5 Baths
  • 3,889 sqft (on 0.44 acres)

2 CHASE ROAD, Windermere, FL 34786

Est. Mortgage $15,314/mo*
Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 2026
0.44 acre lot
$566/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 2 CHASE ROAD.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property Highlights: • Total Living Area: 3,889 Sq. Ft. | Total Building Area: 5,516 Sq. Ft. • 4 Bedrooms | 4 Full Baths | 1 Powder Room | 1 Pool Bath • Expansive Living Spaces with High Ceilings & Open Floor Plan • Great Room | Dining Room | Gourmet Kitchen with Nook & Pantry • Private Elevator & Multiple Open Decks • 2-Car Garage First-Floor Features: • Grand Foyer with Staircase & High Ceilings • Great Room & Elegant Dining Room • Chef’s Gourmet Kitchen with custom cabinetry, quartz countertops, Subzero appliances, and a spacious island • Guest Suite with Private Bath & Walk-in Closet • Laundry Room & Powder Bath • Pool Bath (Outdoor Access) Second-Floor Features: • Lavish Master Suite with Private Balcony, Spa-Inspired Bath & Custom Walk-in Closet • Two Additional Bedrooms with Walk-in Closets & Shared Designer Bathroom • Two Expansive Open Decks for Outdoor Enjoyment Luxury Amenities & Smart Home Features: • State-of-the-Art Smart Home Integration • Hurricane Impact Windows for Safety & Efficiency • Custom California Closets in All Bedrooms • Heat & Glow Fireplaces in the Living Room & Master Suite • Large Format Porcelain Tile & High-End Finishes Throughout • Flat Tile Roof & Metal Truss Construction for Durability Outdoor Oasis & Entertainment Haven: • Resort-Style Custom Pool & Spa (Separate Permit) • Sunken Outdoor Kitchen & Lounge Area for Elevated Entertaining • Landscaped Backyard with Ample Space for Relaxation & Gatherings Prime Windermere Location – Unmatched Lifestyle & Convenience: • Minutes from Isleworth, Home to Celebrities & Sports Icons • Access to the Pristine Butler Chain of Lakes – Ideal for Boating & Water Sports • A-Rated Schools, Parks, & Year-Round Community Activities • Close to Luxury Shopping, Fine Dining, Golf Courses & Entertainment • Easy Access to Disney, Universal, and Orlando’s Top Attractions This exceptional luxury estate embodies a lifestyle of sophistication, exclusivity, and modern convenience. Secure this once-in-a-lifetime opportunity to own a masterpiece of design and craftsmanship in the heart of Windermere. For more details, floor plans, and customization options, contact us today!
Last check for updates: about 21 hours ago
Listing Provided by: Matthew Hughes, (407) 619-4717
REAL BROKER, LLC, (855) 450-0442
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6345197
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 2 CHASE ROAD

Interior Features

Interior Details
Number of Rooms: 4Types of Rooms: Primary Bedroom, Bedroom 1, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3889 Square Feet
Appliances & Utilities
Utilities: Electricity AvailableAppliances: Convection OvenLaundry: Inside
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Ceramic Tile
View
No View

Exterior Features

Exterior Home Features
Roof: OtherExterior: Balcony, Garden, Irrigation System, LightingFoundation: SlabGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Pool
Pool: In GroundPool
Frontage
Road Surface Type: DirtNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 286Days on Market: 180+

Property Information

Year Built
Year Built: 2026
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BlockIs a New ConstructionNo Additional Parcels
Property Information
Condition: Pre-ConstructionParcel Number: 172328933600190

Price & Status

Price
List Price: $2,200,000Price Per Sqft: $566
Status Change & Dates
Off Market Date: Fri Jul 10 2026

Active Status

MLS Status: Pending

Location

Direction & Address
City: WINDERMERECommunity: WINDERMERE
School Information
Elementary School: Windermere ElemJr High / Middle School: Chain of Lakes MiddleHigh School: Olympia High

Agent Information

Listing Agent
Listing ID: O6345197

Building

Building Area
Building Area: 3889 Square Feet

Community

Not Senior Community

HOA

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

Lot Information

Lot Area: 0.44 acres

Listing Info

Special Conditions: None

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6345197Zillow Contingency Status: Accepting Back-up OffersBack On Market Date: Mon Dec 29 2025Universal Property Id: US-12095-N-172328933600190-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
    Flag
  • 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
    Flag
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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 July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$814K
$92.5KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$292
$18MoM
Available listings
296
11MoM

Home Value

Trulia Estimate
$520K
Since last month
Decreased$300 (-0.1%)
Since last year
Decreased$115K (-18.1%)
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 decreased by -83% in the last 10 years
MonthEstimated value
2026
August 2026$520K
August 2026$520K
July 2026$520K
June 2026$2.12M
May 2026$3.11M
April 2026$3.12M
March 2026$3.11M
February 2026$3.09M
January 2026$3.1M
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
5138 FAIRWAY OAKS DR, Windermere, FL
0.20
Single-Family Home
$2,500,000
09/24/25
4
5
4,330
109 E 12TH AVENUE, Windermere, FL
0.08
Single-Family Home
$1,150,000
08/28/26
4
3.5
2,791
1020 OAKDALE STREET, Windermere, FL
0.17
Single-Family Home
$2,171,470
04/29/26
5
4.5
3,994
1002 OAKDALE STREET, Windermere, FL
0.19
Single-Family Home
$890,000
08/11/26
4
3
3,516
830 OAKDALE STREET, Windermere, FL
0.32
Single-Family Home
$1,700,000
10/10/25
4
4.5
3,670
4 CHASE ROAD, Windermere, FL
0.02
Single-Family Home
$900,000
06/02/26
3
2
2,386
1209 MAIN STREET, Windermere, FL
0.05
Single-Family Home
$925,000
01/05/26
3
2
2,095
725 OAKDALE STREET, Windermere, FL
0.42
Single-Family Home
$1,000,000
08/28/26
3
2.5
2,795
735 OAKDALE STREET, Windermere, FL
0.40
Single-Family Home
$910,000
05/09/26
3
2.5
2,475
720 MAIN STREET, Windermere, FL
0.39
Single-Family Home
$850,000
10/21/25
3
2
2,778

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
2 CHASE ROAD LOT 19, Windermere, FL 34786
0.00
$520,000
-
-
-
Recently Sold
4 CHASE ROAD, Windermere, FL 34786
0.02
$900,000
3
2
2,386
Recently Sold
1209 MAIN STREET, Windermere, FL 34786
0.05
$925,000
3
2
2,095
Recently Sold
109 E 12TH AVENUE, Windermere, FL 34786
0.08
$1,150,000
4
3.5
2,791
Recently Sold
1106 OAKDALE STREET, Windermere, FL 34786
0.11
$834,400
3
2
1,965
Off Market
1027 MAIN STREET, Windermere, FL 34786
0.14
$725,400
3
2
1,596
Off Market
1020 OAKDALE STREET, Windermere, FL 34786
0.17
$2,171,470
5
4.5
3,994
Recently Sold
1020 OAKDALE STREET LOT 57, Windermere, FL 34786
0.17
-
-
-
-
Off Market
1003 MAIN STREET, Orlando, FL 34786
0.18
$771,200
3
3
2,005
Off Market
98 E 10TH AVE, Windermere, FL 34786
0.18
$1,818,700
4
3.5
3,650
Off Market
1002 OAKDALE STREET, Windermere, FL 34786
0.19
$890,000
4
3
3,516
Recently Sold
5138 FAIRWAY OAKS DR, Windermere, FL 34786
0.20
$4,999,500
4
5
4,330
For Sale

Price and Tax history

DateEventPrice
Aug 11, 2026
Source: Stellar MLS #O6345197
PendingToActive
$2,200,000
Jul 10, 2026
Source: Stellar MLS #O6345197
Contingent
$2,200,000
Jun 16, 2026
Source: Stellar MLS #O6345197
PriceChange
$2,200,000
Price decreased by 31%
Dec 29, 2025
Source: Stellar MLS #O6345197
PendingToActive
$3,200,000
Dec 19, 2025
Source: Stellar MLS #O6345197
Pending
$3,200,000

LGBTQ Local Legal Protections

Matthew Hughes, REAL BROKER, LLC, (855) 450-0442
Agent Phone: (407) 619-4717

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Frequently asked questions about 2 CHASE ROAD

  • What is the estimated monthly payment for 2 CHASE ROAD?
    Based on a $2,200,000 list price with 20% down at today's rates, the estimated monthly payment for 2 CHASE ROAD in Windermere, FL is approximately $15,581 (about $11,601 principal & interest, $3,905 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 2 CHASE ROAD compare to homes in Windermere?
    2 CHASE ROAD in Windermere, FL is listed at $2,200,000, about 170% above the $814K 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 2 CHASE ROAD?
    The closest schools to 2 CHASE ROAD in Windermere, FL are Gotha Middle School (rated 6/10), Olympia High School (rated 5/10), Windermere Elementary School (Pre-K, rated 10/10).
  • Does 2 CHASE ROAD have air conditioning?
    Yes, 2 CHASE ROAD in Windermere, FL has air conditioning.
  • Does 2 CHASE ROAD have a pool?
    Yes, 2 CHASE ROAD in Windermere, FL has a pool.
2 CHASE ROAD, Windermere, FL 34786 is a 4 bedroom, 5 bathroom, 3,889 sqft single-family home built in 2026. This property is currently available for sale and was listed by Stellar MLS on Sep 17, 2025. The MLS # for this home is MLS# O6345197.