516 Jennifer Ln

Windermere, FL 34786

$1,295,000
Price
3
Beds
3,021 Sq. Ft.
$429 / Sq. Ft.
3,021
Sq. Ft.
$429
per Sq. Ft.
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Description

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...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.
  1. Listed by Cindy Rosenbloom • Brokerage DRE #1071913 • THE ROSENBLOOM TEAM
    P: (407)-876-9175 C: (407)-579-4573 teamrosenbloom@gmail.com

Property Details for 516 Jennifer Lane

Architectural Style
Ranch
Subdivision Name
WINDERMERE OAKS
Township
23
Garage Spaces
2
View
Water
Waterfront
No
Water View
Lake, Lake - Chain of Lakes
Furnished
Unfurnished
LISTING UPDATED: 06/30/2026 10:07 PM

Property Details for 516 Jennifer Lane

StatusPending
MLS #O6419731
Days on Market4
Taxes$6,252 / year
HOA Fees$4,000 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1982
Lot Size1.27 AC / 55,443 SF
CountyOrange County
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Location

Listing Courtesy of THE ROSENBLOOM TEAM, Cindy Rosenbloom
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Building Information for 516 Jennifer Lane

Stories-Year Built1982Building Size-Lot Size1.27 AC / 55,443 SF

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$7,307 per month

30 year fixed, 6.36% Interest

Principal and Interest

$6,453

Property Taxes

$521

HOA Dues

$333

The Payment Calculator is for illustrative purposes only.

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Property Information for 516 Jennifer Lane

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 4498.0
  • Building Area Units: Square Feet
  • Direction Faces: East
  • 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.
  • Elementary School: Windermere Elem
  • Middle Or Junior School: Chain of Lakes Middle
  • High School: Olympia High
  • Other Equipment: Generator
  • Mls Major Change Type: Pending
  • Major Change Type: Pending
  • Listing Service: Full Service
  • Road Frontage Type: Street Brick, Street Dead-End, Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 516
  • Street Name: JENNIFER
  • Street Suffix: LANE
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 28x26
  • Garage: Yes
  • Parking Features: Driveway, Garage Door Opener, Oversized
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: Required
  • Association Name: John Prawlocki
  • Association Phone: 4076971567
  • Association: Yes
  • CDD: No
  • Tax Block: 00
  • Tax Book Number: 10/27
  • Tax Legal Description: WINDERMERE OAKS 10/27 LOT 14
  • Tax Lot: 14
  • Tax Year: 2025
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Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Corner Lot, Cul-De-Sac, City Lot, Landscaped, Oversized Lot, Street Dead-End
  • Lot Size Dimensions: 325 x 144 x 354 x 170
  • Parcel Number: 092328935400140
  • Total Acreage: 1 to less than 2
  • Water Access: Lake, Lake - Chain of Lakes
  • Water Access: Yes
  • Water Body Name: BUTLER CHAIN OF LAKES
  • Water Extras: Boat Ramp - Private, Skiing Allowed
  • Water Extras: Yes
  • Water: Boat Ramp - Private, Skiing Allowed
  • Zoning: WND-SFR
  • Living Area: 3021
  • Lot Dimensions: 325 x 144 x 354 x 170
Property and Assessments
  • Year Built Numeric: 1982
  • Flood Zone Code: X
  • Homestead: Yes
  • New Construction: No
  • Property Attached: No
  • Property Condition: Completed
  • Public Survey Range: 28
  • Public Survey Section: 09
  • Dock YN: No
Utilities
  • Green Energy Efficient: Windows
  • Sewer: Septic Tank
  • 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, Street Lights, Underground Utilities, Water Available, Water Connected
  • Water Source: Public, Well
Interior and Exterior Features
Exterior Features
  • Construction Materials: Brick, Wood Frame, Wood Siding
  • Exterior Features: Fire Pit, French Doors, Garden, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Storage
  • Foundation Details: Slab
  • Levels: One
  • Other Structures: Outdoor Kitchen
  • Patio And Porch Features: Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Screened
  • Pool Features: Auto Cleaner, Deck, Gunite, Heated, In Ground, Outside Bath Access, Pool Sweep, Salt Water, Screen Enclosure
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle
  • Security Features: Fire Alarm, Security Lights, Security System, Smoke Detector(s)
  • Spa Features: Heated, In Ground
  • Spa: Yes
  • Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Additional Rooms: Den/Library/Office, Family Room, Formal Dining Room Separate, Inside Utility
  • 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
  • Cooling: Central Air
  • Fireplace Features: Family Room, Other Room, Wood Burning
  • Fireplace: Yes
  • Flooring: Ceramic Tile, Porcelain Tile
  • Heating: Central, Electric, Heat Pump
  • Interior 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), Window Treatments
  • Laundry Features: Gas Dryer Hookup, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 9.0
  • Water View: Yes
  • Window Features: Blinds, Double Pane Windows, Drapes, Insulated Windows, Shades, Storm Window(s), Thermal Windows, Window Treatments
  • Bathrooms Half: 1
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Cats OK, Dogs OK, Yes

Property History for 516 Jennifer Lane

DateEvent & SourcePriceAppreciation
Jun 29, 2026

Pending

MFRMLS #O6419731

—
Jun 25, 2026

Listed (Active)

MFRMLS #O6419731

$1,295,000—
DateEvent & SourcePrice
06/29/2026

Pending

MFRMLS #O6419731

—
06/25/2026

Listed (Active)

MFRMLS #O6419731

$1,295,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 516 Jennifer Lane

Taxable ValueLand-Additions-Total-
Tax Record2024$7,029 ($586 / month)
Home Facts
Beds3Total Finished SqFt3,021 SqFtAbove Grade Finished SqFt3,021 SqFtStories1Lot Size55,443 SqFtStyleSingle Family ResidenceYear Built1982Year Renovated1992ZoningSFRCountyORANGEAPN09-23-28-9354-00-140Fireplace TypeHas Fireplace

Schools near 516 Jennifer Lane

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Windermere Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Chain Of Lakes Middle School
Public - 6 to 8
Cornerstone Charter Academy High School
Charter - 9 to 12
Rating
School
Distance
Windermere Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Chain Of Lakes Middle School
Public6 to 8

Cornerstone Charter Academy High School
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of THE ROSENBLOOM TEAM, Cindy Rosenbloom

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 06/30/2026 10:07 PM