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.
Pending
$1,295,000
516 Jennifer Ln, Windermere, FL 34786
3beds
3,021sqft
Single Family Residence
Built in 1982
1.27 Acres Lot
$1,213,500 Zestimate®
$429/sqft
$333/mo HOA
What's special
Screened pool areaSpacious bedroomMature treesMultiple water featuresBrick paversOne-story pool homeNatural gas cooking
- 7 days |
- 868 |
- 50 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Cindy Rosenbloom 407-876-9175,
THE ROSENBLOOM TEAM 407-376-4454
Source: Stellar MLS,MLS#: O6419731
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Den/Library/Office, Family Room, Dining Room, Utility Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 462 Square Feet
- Dimensions: 22x21
Bedroom 2
- Features: Dual Closets
- Level: First
- Area: 196 Square Feet
- Dimensions: 14x14
Bedroom 3
- Features: Dual Closets
- Level: First
- Area: 216 Square Feet
- Dimensions: 12x18
Primary bathroom
- Level: First
- Area: 180 Square Feet
- Dimensions: 9x20
Dining room
- Level: First
- Area: 198 Square Feet
- Dimensions: 11x18
Great room
- Level: First
- Area: 456 Square Feet
- Dimensions: 19x24
Kitchen
- Level: First
- Area: 336 Square Feet
- Dimensions: 21x16
Laundry
- Level: First
- Area: 104 Square Feet
- Dimensions: 8x13
Office
- Level: First
- Area: 198 Square Feet
- Dimensions: 11x18
Heating
- Central, Electric, Heat Pump
Cooling
- Central Air
Appliances
- Included: Bar Fridge, 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
- Laundry: Gas Dryer Hookup, Laundry Room
Features
- Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
- Flooring: Ceramic Tile, Porcelain Tile
- Doors: French Doors, Outdoor Grill, Outdoor Kitchen
- Windows: Blinds, Window Treatments
- Has fireplace: Yes
- Fireplace features: Family Room, Other Room, Wood Burning
Interior area
- Total structure area: 4,498
- Total interior livable area: 3,021 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener, Oversized
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 28x26
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Screened
- Exterior features: Fire Pit, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Storage
- Has private pool: Yes
- Pool features: Auto Cleaner, Deck, Gunite, Heated, In Ground, Outside Bath Access, Pool Sweep, Salt Water, Screen Enclosure
- Has spa: Yes
- Spa features: Heated, In Ground
- Has view: Yes
- View description: Water, Lake
- Has water view: Yes
- Water view: Water,Lake
- Waterfront features: Lake Privileges, Boat Ramp - Private, Skiing Allowed
- Body of water: BUTLER CHAIN OF LAKES
Lot
- Size: 1.27 Acres
- Dimensions: 325 x 144 x 354 x 170
- Features: Corner Lot, Cul-De-Sac, City Lot, Landscaped, Oversized Lot, Street Dead-End, Above Flood Plain
- Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Details
- Additional structures: Outdoor Kitchen
- Parcel number: 092328935400140
- Zoning: WND-SFR
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Brick, Wood Frame, Wood Siding
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 1982
Utilities & green energy
- Sewer: Septic Tank
- Water: Public, Well
- Utilities for property: BB/HS Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Fire Hydrant, Natural Gas Available, Natural Gas Connected, Phone Available, Sprinkler Well, Street Lights, Underground Utilities, Water Available, Water Connected
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Security: Fire Alarm, Security Lights, Security System, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: WINDERMERE OAKS
HOA
- Has HOA: Yes
- HOA fee: $333 monthly
- HOA name: John Prawlocki
- HOA phone: 407-697-1567
Location
- Region: Windermere
Financial & listing details
- Price per square foot: $429/sqft
- Tax assessed value: $815,380
- Annual tax amount: $6,252
- Date on market: 6/25/2026
- Cumulative days on market: 6 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Brick, Paved, Concrete
Estimated market value
$1,213,500
$1.15M - $1.27M
$5,632/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/30/2026 | Pending sale | $1,295,000$429/sqft |
Source:  Stellar MLS #O6419731 Report a problem | ||
| 6/25/2026 | Listed for sale | $1,295,000+388.7%$429/sqft |
Source: Stellar MLS #O6419731 Report a problem | ||
| 4/29/1999 | Sold | $265,000$88/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $7,029 +3.4% | $431,273 +3% |
| 2023 | $6,795 +12.8% | $418,712 +12.7% |
| 2022 | $6,023 +1.8% | $371,412 +3% |
| 2021 | $5,916 +0.3% | $360,594 +1.4% |
| 2020 | $5,899 +0.8% | $355,615 +2.3% |
| 2019 | $5,849 +1.2% | $347,620 +1.9% |
| 2018 | $5,780 | $341,138 -15.3% |
| 2017 | $5,780 +4.1% | $402,964 +1.4% |
| 2016 | $5,554 +0.3% | $397,424 +1.5% |
| 2015 | $5,539 +2.2% | $391,607 +11.1% |
| 2014 | $5,418 +2.2% | $352,432 +8.4% |
| 2013 | $5,303 +1% | $325,076 -0.1% |
| 2012 | $5,250 +2.4% | $325,431 -0.4% |
| 2011 | $5,125 +7.4% | $326,868 -24.6% |
| 2010 | $4,774 | $433,309 -17.4% |
| 2009 | -- | $524,420 -14.6% |
| 2008 | $4,044 -1.6% | $614,366 -5.2% |
| 2007 | $4,109 -7.3% | $648,145 +9.7% |
| 2006 | $4,433 0% | $590,594 +45.2% |
| 2005 | $4,434 +11% | $406,839 +2.6% |
| 2004 | $3,994 +0.1% | $396,438 +14% |
| 2003 | $3,992 +6.9% | $347,800 +35.3% |
| 2002 | $3,735 -1.5% | $257,031 +5% |
| 2001 | $3,792 +2.1% | $244,732 +2.5% |
| 2000 | $3,715 | $238,773 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 34786
Nearby schools
GreatSchools rating
- 10/10Windermere Elementary SchoolGrades: PK-5Distance: 1.6 mi
- 3/10Chain Of Lakes Middle SchoolGrades: 6-8Distance: 1.3 mi
- 5/10Olympia High SchoolGrades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: Windermere Elem
- Middle: Chain of Lakes Middle
- High: Olympia High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Orange County
- Windermere
- 34786
- 516 Jennifer Ln
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