2955 LOLISSA LANE Winter Park, FL $ 739,000
2955 LOLISSA LANE
$ 739,000
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2955 LOLISSA LANE

Winter Park, FL, 32789
$ 739,000
Bedrooms4 Baths3.0 Sq 3,538

Monthly Estimate*

$ 4,610

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Single Family Home for sale in Winter Park, FL

for $739,000 with 4 bedrooms and 3 full baths. This 3,538 square foot home was built in 1969 on a lot size of 0.2.

Under contract-accepting backup offers. Discover The Hills of Winter Park, a quiet, tree-lined community just minutes from Park Avenue. This beautifully updated single-family home offers 3,902 square feet of living space on a 0.20-acre lot. It features two spacious primary suites—one located upstairs with a vaulted shiplap ceiling, three walk-in closets, and a private balcony overlooking the pool and spa. The remodeled kitchen includes a 5’x10’ stone island, stainless steel appliances, a 42” Kenmore range, and opens to generous living and dining areas with a wood-burning fireplace. Additional highlights include a large recreation room with French doors leading to a screened lanai and private fenced backyard oasis, perfect for entertaining. Enjoy plenty of driveway and street parking, plus a dedicated area on the lot ideal for recreational storage—perfect for boats, trailers, or extra gear. While there is no garage, the home offers ample storage space throughout, including multiple walk-in closets and flexible indoor utility areas. Recent upgrades include a 2023 roof, indoor laundry room, and an American Home Shield warranty. A rare opportunity to live, work, and relax in the heart of Winter Park.

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Single Family Pending

Price

$ 739,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 6,784

Style

Single Family Residence

Lot Size

0.2

Year Built

1969

Town/City

Winter Park

County/Region

Orange

MLS | Web ID

O6345484

Features
General
Sewer Public Sewer
Heating Central Heat Pump
Cooling Central Air
Utilities Electricity Connected Public
Roof Shingle
Appliances Dishwasher Disposal Dryer Microwave Range Range Hood Refrigerator Washer
Zoning R-1A
Pool Features Lighting Tile
Construction Materials Brick
Year Built 1969
Levels Two
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Subdivision Name HOWELL FOREST
Facing Direction Northwest
Garage Y/N false
Total Rooms 3
Full Baths 3
Status Pending
Directions From Lake Howell Rd turn north onto Sabina Street. Turn left onto Drum Street and then right onto Lolissa. Home is on the right
High School Winter Park High
City WINTER PARK
Senior Community Y/N false
MLS Area 32789 - Winter Park
Lot Size Units Square Feet
Lot Size Square Feet 8756
Carport Y/N false
Listing Terms Cash Conventional
Spa Features In Ground
Elementary School Dommerich Elem
Land Lease Y/N false
Tax Annual Amount 6784.72
Middle/Junior High School Maitland Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://media.devoredesign.com/sites/xakkaxw/unbranded
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Pending
Occupancy Type Owner
Tax Lot 3
Legal Description HOWELL FOREST 1/85 LOT 3
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Cathedral Ceiling(s) Eating Space In Kitchen Kitchen/Family Room Combo Open Floorplan Primary Bedroom Main Floor PrimaryBedroom Upstairs Vaulted Ceiling(s)
Flooring Carpet Ceramic Tile Hardwood
Fireplace Features Wood Burning
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Inside
Total Bedrooms 4
Total Baths 3
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Exterior
Exterior Amenities French Doors Irrigation System Storage
Parking Features Driveway On Street
Water Source Public
Lot Size Area 8756
Foundation Details Slab
Spa true
Building Area Total 3902
Lot Size Acres 0.2
Road Surface Type Asphalt Paved
Private Pool true
Waterfront Y/N false
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* Excluded Features
List By
Coldwell Banker Residential Re

Broker

catherine.williams@cbrealty.com

Email

Affordability Calculator

$5,176
Per Month
89%
11%
0%
Monthly Principal & Interest
$4,610
Monthly Property Taxes
$565
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$739,000 Listed Price

Map


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2955 LOLISSA LANE, Winter Park, FL, 32789 is a Single Family Home for sale at $739,000 with 3,538 sqft and a lot size of 0.2. 2955 LOLISSA LANE has 4 bedrooms, 3.0 baths, and was built in 1969. The property's zip code is 32789 which is in Winter Park, FL