1984 Windermere Rd, Windermere, FL 34786
SOLD
OCT 20, 2025

1984 Windermere Rd
Windermere, FL 34786

  • 6 Beds
  • 5.5 Baths
  • 6,601 sqft (on 0.89 acres)

$1,950,000

Last Sold: Oct 20, 2025
5% below list $2.05M
$295/sqft
Est. Refi. Payment $13,335/mo*

$1,950,000

Last Sold: Oct 20, 2025
5% below list $2.05M
$295/sqft
Est. Refi. Payment $13,335/mo*
6 Beds
5.5 Baths
6,601 sqft
(on 0.89 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Your private gated estate home awaits, now with a NEW ROOF installed in February 2025. Almost a full acre (.89) and NO HOA means you have the freedom and room for RV/boat parking or to build your own pickle ball court. An expansive paver motor court with decorative fountain and side entrance three-car garage sets the stage for this 6,601 sq. ft. custom abode featuring six bedrooms, five and a half baths, and a large, covered lanai with screened-in pool and raised infinity-edge spa. Step inside the grand foyer, where travertine marble floors, soaring 22’ ceilings, and a dramatic sweeping staircase create a breathtaking first impression. To the right, the formal living room features a stunning crystal chandelier and double French doors leading to the oversized den/office or potential billiard room with a curved wall of arched windows. An elegant set of double doors adorned with gold leaf accents opens to the first-floor primary suite (28’ x 16’); a luxurious retreat featuring a designer fireplace mantle and direct access to the pool and lanai. The spa-like bathroom includes double granite-topped vanities, garden tub, walk-in shower, and a substantially sized dressing room with built-in cabinets for your entire wardrobe. The family room, located down the corridor past the powder room, boasts a stunning wall of windows and French doors overlooking the pool and lanai. Soaring ceilings with clerestory windows highlight the double-height room with a colonnade of arches that seamlessly connect to the spacious kitchen. Plenty of solid wood cabinetry, granite countertops, a prep island, and double ovens, make this kitchen a true chef’s delight. The elegant dining room, located off the kitchen at the front of the home, makes service a breeze. A convenient first-floor guest suite with a large walk-in closet and private full bath with French door access to the pool ensures comfort for visitors who prefer to avoid stairs. Heading upstairs, the second-floor landing offers access to the front covered balconies with travertine tile and sweeping views of the motor court and electric gate, while inside ample loft space surrounds and overlooks the family room below. There are four oversized bedrooms and three full baths (two with private en-suites). The massive second floor bonus room (27’ x 20’), accessed through elegant glass French doors in the loft, features a granite-topped wet bar and is perfect as a home theater, game room, or even private gym. Charming downtown Windermere and downtown Winter Garden are only a few minutes away with plenty of shops, restaurants, farmer’s markets, and entertainment. Schedule your private tour today and experience the luxury of this one-of-a-kind estate!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 20, 2025

Home Highlights

Parking
3 Car Garage
Outdoor
Pool
View
No Info
HOA
None
Price/Sqft
$295/sqft
Listed
180+ days ago

Home Details for 1984 Windermere Rd

Interior Features

Interior Details
Number of Rooms: 15Types of Rooms: Primary Bedroom, Additional Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Primary Bathroom, Balcony Porch Lanai, Bonus Room, Dining Room, Family Room, Kitchen, Living Room, Loft, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6601 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, PublicAppliances: Oven, Cooktop, Dishwasher, Disposal, Microwave, RefrigeratorDishwasherDisposalLaundry: Inside,Laundry RoomMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Gas, Master BedroomSpa: Heated, In GroundHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Window TreatmentsDoor: French DoorsFlooring: Carpet, Engineered Hardwood, Travertine, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Engineered Hardwood, Travertine, Hardwood
View
No View
Security
Security: Security Gate, Security System

Exterior Features

Exterior Home Features
Roof: ShingleFencing: WoodOther Structures: Shed(s)Exterior: Balcony, StorageFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Circular Driveway,Garage Door Opener,Garage Faces Side,Oversized,RV Access/Parking
Pool
Pool: In Ground, Screen Enclosure, TilePool
Frontage
Road Surface Type: Paved, AsphaltNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 180

Property Information

Year Built
Year Built: 2014
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 062328000000014

Price & Status

Price
List Price: $2,050,000Price Per Sqft: $295/sqft
Status Change & Dates
Off Market Date: Mon Sep 15 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: WINDERMERECommunity: ACREAGE AND UNREC
School Information
Elementary School: Windermere ElemJr High / Middle School: Bridgewater MiddleHigh School: Windermere High School

Building

Building Area
Building Area: 9174 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 0.89 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6291536Showing Requirements: ShowingTimeUniversal Property Id: US-12095-N-062328000000014-R-N
Last check for updates: about 11 hours ago
Listed by Steven Ritz, (321) 277-8271
KELLER WILLIAMS WINTER PARK, (407) 545-6430
Bought with: Kim Lam, LLC, (407) 716-3858, CORCORAN PREMIER REALTY, (407) 965-1155
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6291536
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

Price History for 1984 Windermere Rd

DatePriceEventSource
10/20/2025$1,950,000Sold
Stellar MLS #O6291536
09/16/2025$2,050,000PendingStellar MLS #O6291536
07/29/2025$2,050,000PriceChange
Stellar MLS #O6291536
03/19/2025$2,170,000Listed For SaleStellar MLS #O6291536
09/19/2016$980,000Sold
Stellar MLS #O5444176
05/31/2016$1,249,000ListingRemovedAgent Provided
05/10/2016$1,249,000PriceChange
Agent Provided
12/06/2015$1,349,900Listed For SaleAgent Provided
12/10/1999$114,500Sold
N/A
09/23/1999$67,500Sold
N/A
03/18/1999$55,000Sold
N/A
12/10/1998$108,500Sold
N/A
12/20/1994$150,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$18,317
Assessment$1,196,830
Home facts updated by county records

Comparable Sales for 1984 Windermere Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.22
Single-Family Home
$3,200,000
06/03/25
5
6
5,218
0.33
Single-Family Home
$1,120,000
11/20/25
4
3.5
3,053
0.70
Single-Family Home
$2,500,000
01/05/26
6
5.5
6,819
0.77
Single-Family Home
$3,040,000
09/05/25
6
5.5
5,874
0.37
Single-Family Home
$1,085,000
06/02/25
5
3.5
3,210
1.01
Single-Family Home
$1,675,000
04/15/26
5
6
6,375
0.62
Single-Family Home
$1,258,250
05/29/25
5
4
3,754
0.64
Single-Family Home
$1,020,000
06/23/25
5
4
3,372

Nearby homes

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Assigned Schools

These are the assigned schools for 1984 Windermere Rd.
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 270 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

  • 79 % 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."
  • Snkdrwbwms
    "Very safe area. Police is very present and effective. Amazing place to live. I will definitely be here forever."
  • 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."
  • 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. "
  • Snkdrwbwms
    "Great neighborhood! I live here for 12 years and intend to stay. Very safe with great administrative support from the HOA. "
  • Snkdrwbwms
    "Easy to go everywhere. Sometimes traffic delays due to school drop off and pick up. I love to live here."
  • Juliana Daurio
    "Festivals , school events,Hallowed, Christmas and food truck events on Fridays in downtown Windermere "
  • 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."
  • John Malloy
    "Work from home Commute to stores, health care, friendly community. Safe and secure in my neighborhood. "
  • 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. "
  • 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."
  • 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."
  • 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."
  • Carylpalmerini17
    "Great place to raise children and just enjoy life. Schools are amazing and the 4th is no joke. Get a move on ....."
  • Carylpalmerini17
    "Great place to live in. Everyone has been kind, neighborhood is well kept, activities are always taking place. "
  • Shariel A.
    "tons of baggies available. tons of space and good clean environment for your pets. worth living for safety and pet compliance. "
  • 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."
  • 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."
  • 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."
  • 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. "
  • Afanador713
    "Great parks for families to bike, walk and enjoy a picnic. The area is beautiful, homes are very well cared for."
  • Saige L.
    "Lot of area to walk the dogs on leashes. Not so many dog parks are available where they can run free. "
  • 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! "
  • Jessica
    "lots of families and super safe and pet friendly. also super active community and lots of greenspace to excercise in. "
  • Fabiana B.
    "Great family neighborhood. Great Lakes for water activities. Good for walking with your family, pet or go for a bike ride. "
  • 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. "
  • 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 "
  • Anthony G.
    "People are very family oriented. Neighbors came about the appearance and condition of their property."
  • Jessica
    "There are so many open spaces and intermittent dog poop stations which are always stocked. There is even a small dog park."
  • 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."
  • Alex P.
    "Great neighborhood. Family oriented. Great schools. Affluent, but not overly pretentious. Not much to in town. "
  • Jessica M.
    "Great neighborhood, great people, great atmosphere. I always love visiting this area. Communities are kept clean and look inviting. "
  • Jamesgkoshy
    "Quiet neighborhood, that is short distance to major attractions. Safe with great schools. Beautiful, clean and uncrowded. "
  • 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. "
  • 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"
  • Joanna T.
    "Accessibility, close to highways, malls, restaurants. the community is safe and they have frequent events for the family"
  • 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. "
  • Windy
    "Nice , clean , safe area . Okay with my kids playing out side with other kids. Nice pool area friendly people . "

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1984 Windermere Rd, Windermere, FL 34786 is a 6 bedroom, 6 bathroom, 6,601 sqft single-family home built in 2014. This property is not currently available for sale. 1984 Windermere Rd was last sold on Oct 20, 2025 for $1,950,000 (5% lower than the asking price of $2,050,000). The current Trulia Estimate for 1984 Windermere Rd is $1,957,800.