$1,295,000
516 Jennifer Lane
Windermere, FL 34786
Listing updated: June 25, 2026 at 11:05 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
OUTDOOR LIVING, ONE-STORY COMFORT & IN-TOWN WINDERMERE LIFESTYLE COME TOGETHER AT THIS RARE 1.27-ACRE WINDERMERE OAKS PROPERTY. Set within the TOWN OF WINDERMERE, this beautifully maintained one-story pool home offers privacy, space & the lifestyle buyers hope to find, with NATURAL GAS, mature landscaping, a PARTIAL BUTLER CHAIN LAKE VIEW, and exceptional outdoor living that feels like a true extension of the home. The screened pool area is the heart of the property, beautifully finished with brick pavers & designed for everyday enjoyment as well as memorable entertaining. The 35' X 20' IRREGULAR-SHAPED POOL is complemented by multiple water features, a separate step-in spa with bubbler, a custom firepit, and a highly functional summer kitchen with bar seating, grill, ice maker & refrigerator. With approximately 812 SQ FT OF OPEN FINISHED PORCH/LANAI AREA, including a main lanai approximately 62' X 12', there is room to dine, gather, relax, watch the game, host friends, or simply enjoy the peaceful setting in every season. The PRIMARY SUITE is a true highlight of the home, privately positioned and beautifully finished with a spacious bedroom, direct access to the outdoor living area, and a STUNNING PRIMARY BATH that feels calm, elegant & luxurious. Thoughtful details, generous closet space, quality finishes, and a retreat-like feel make this suite stand apart. Inside, the home offers a warm, livable floor plan with NO STAIRS & generous gathering spaces. The main living areas connect comfortably to the outdoor spaces, creating an easy flow for entertaining & everyday life. The kitchen is positioned at the center of the home with generous prep & storage space, natural gas cooking, and a connection to the main living & dining areas that keeps everyone together. Additional bedrooms & flexible rooms provide options for guests, work, hobbies, fitness, or multigenerational living. The ONE-STORY design offers long-term comfort & convenience without sacrificing space or privacy. The setting is what makes this property so special. With 1.27 ACRES inside the Town of Windermere, there is a sense of privacy & breathing room that is increasingly hard to find. Mature trees, established landscaping, and a long residential feel create a peaceful backdrop, while the partial lake view adds a lovely connection to the Butler Chain lifestyle without making the home solely about the view. Life in WINDERMERE OAKS means you are close to the charm of downtown Windermere, weekly farmers markets, community events, local parks, brick streets & the small-town character that makes this area so loved. You are also minutes from top schools, shopping, dining, major roadways & Central Florida attractions, making the location as practical as it is beautiful. This is the kind of Windermere property buyers hope to find but rarely do: 1.27 private acres, ONE-STORY LIVING, NATURAL GAS, exceptional outdoor living, a beautiful PRIMARY SUITE, a PARTIAL BUTLER CHAIN LAKE VIEW, and a setting that makes home feel like the best place to be. It invites you to slow down, gather often, celebrate outside & enjoy the lifestyle that makes the TOWN OF WINDERMERE so special.
Local Insight
At $429/sqft for a 1982 home with water views on 1.27 acres, you're paying a meaningful premium for Windermere's lakefront positioning and Butler Chain access—the location carries more value than the bones of the house itself, so your return depends heavily on either the water frontage details or future teardown/renovation potential. The $333 monthly HOA is reasonable for the area, but at 42 years old with 3 beds/3 baths across 3,000 sqft, you'll want to scrutinize the structural condition, pool equipment age, and whether the water access is deed-secured or shared—these factors can swing the value significantly in either direction.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveJun 25, 2026
- Listed$1,295,000Jun 25, 2026
- Price increased$1,295,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Windermere Oaks
- County
- Orange
- Year built
- 1982
- Living area
- 3,021 sq ft
- Price/sq ft
- $429
- Building area
- 4,498 sq ft (Public Records)
- Lot size
- 55,443 sq ft
- Lot category
- 1 to less than 2
- Flood zone
- X
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $6,252 (2025)
- Parcel #
- 09-23-28-9354-00-140
- Zoning
- WND-SFR
- MLS #
- O6419731
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Ceramic Tile, Tile
- Appliances
- Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Filtration System, Water Purifier, Water Softener, Wine Refrigerator
- Interior features
- Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Laundry
- Gas Dryer Hookup, Laundry Room
- Stories / Levels
- One
- Direction faces
- East
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric, Heat Pump
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway, Garage Door Opener, Oversized
HOA & Financial
- HOA fee
- $4,000 / Annually
- Monthly HOA
- $333/mo
- Total monthly fees
- $333/mo
- Total annual fees
- $4,000
- HOA name
- John Prawlocki
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Must follow City of Windermere guidelines
Exterior & Construction
- Exterior features
- Fire Pit, French Doors, Garden, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Storage
- Construction materials
- Brick, Frame, Wood Siding
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Water access
- Yes
- Water view
- Yes
- Road surface
- Brick, Concrete
Utilities
- Sewer
- Septic Tank
- Water source
- Public, Well
- Utilities
- BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Fire Hydrant, Natural Gas Available, Natural Gas Connected, Phone Available, Sprinkler Well, Underground Utilities, Water Available, Water Connected
Community
- Pets allowed
- Cats OK, Dogs OK, Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Great Room | First | 19x24 |
| Kitchen | First | 21x16 |
| Primary Bedroom | First | 22x21 |
| Dining Room | First | 11x18 |
| Office | First | 11x18 |
| Primary Bathroom | First | 9x20 |
| Bedroom 2 | First | 14x14 |
| Bedroom 3 | First | 12x18 |
| Laundry | First | 8x13 |
Listing Details
- Listing date
- 2026-06-25
- On market date
- 2026-06-25
- Original list price
- $1,295,000
- Occupant type
- Owner
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-06-25
- Tax legal description
- WINDERMERE OAKS 10/27 LOT 14
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Head West on Conroy Road toward Millenia Boulevard. Continue Straight as Conroy Road transitions into Conroy Windermere Road. Stay on Conroy Windermere Road for approximately 6.5 miles, passing through the Isleworth area. Turn right onto Jennifer Lane. Arrive at 516 Jennifer Lane on your right.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 25, 2026 at 11:05 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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