Under contract-accepting backup offers. Virtually Staged. Price Improvement – Motivated Seller! Welcome to Winterset, one of Winter Haven’s most desirable gated lakefront communities! This beautifully designed 3-bedroom, 2-bath home, built in 2006, offers 1,994 square feet of comfortable living space. Winterset is not a 55+ community, and there is no separate master association fee.
A covered, screened front porch welcomes you into a spacious great room that opens to an impressive 550-square-foot screened rear porch with beautiful porcelain tile—perfect for relaxing, entertaining, and enjoying Florida’s indoor-outdoor lifestyle. The home features no carpet, with durable laminate flooring installed throughout in 2020.
Situated on a rare double lot, this property offers added space, privacy, and flexibility that is hard to find in Winterset. While the additional lot is not buildable, it provides plenty of room to add a pool, expand your outdoor living space, or create a larger circular driveway—giving you options that most homes in the community simply don’t have.
The split-bedroom floor plan offers privacy, with two secondary bedrooms sharing a hall bath complete with a tub and linen closet. The inside laundry room includes the washer and dryer. Recent improvements include a new water heater (2026) and HVAC (2021). Additional features include a tile roof, brick paver driveway, 2-car garage, and garage screen door for added ventilation and flexible use.
Winterset residents enjoy exceptional amenities, including a lakefront clubhouse overlooking Lake Winterset, heated pool and spa, tennis and pickleball courts, shuffleboard, and a private boat ramp with access to Lake Winterset and the renowned Winter Haven Chain of Lakes. HOA fees include grounds maintenance, gated security, and access to all community amenities.
Conveniently located near LEGOLAND® Florida, shopping, dining, medical facilities, and with easy access to both Tampa and Orlando, this home offers the perfect combination of comfort, convenience, and Florida living.
A covered, screened front porch welcomes you into a spacious great room that opens to an impressive 550-square-foot screened rear porch with beautiful porcelain tile—perfect for relaxing, entertaining, and enjoying Florida’s indoor-outdoor lifestyle. The home features no carpet, with durable laminate flooring installed throughout in 2020.
Situated on a rare double lot, this property offers added space, privacy, and flexibility that is hard to find in Winterset. While the additional lot is not buildable, it provides plenty of room to add a pool, expand your outdoor living space, or create a larger circular driveway—giving you options that most homes in the community simply don’t have.
The split-bedroom floor plan offers privacy, with two secondary bedrooms sharing a hall bath complete with a tub and linen closet. The inside laundry room includes the washer and dryer. Recent improvements include a new water heater (2026) and HVAC (2021). Additional features include a tile roof, brick paver driveway, 2-car garage, and garage screen door for added ventilation and flexible use.
Winterset residents enjoy exceptional amenities, including a lakefront clubhouse overlooking Lake Winterset, heated pool and spa, tennis and pickleball courts, shuffleboard, and a private boat ramp with access to Lake Winterset and the renowned Winter Haven Chain of Lakes. HOA fees include grounds maintenance, gated security, and access to all community amenities.
Conveniently located near LEGOLAND® Florida, shopping, dining, medical facilities, and with easy access to both Tampa and Orlando, this home offers the perfect combination of comfort, convenience, and Florida living.
Property Details
Price:
$279,000
MLS #:
L4961338
Status:
Active Under Contract
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
RICHMOND SQUARE PH 02
Neighborhood:
33884winterhavencypressgardens
Listed Date:
Apr 24, 2026
Finished Sq Ft:
1,994
Total Sq Ft:
2,778
Lot Size:
9,936 sqft / 0.23 acres (approx)
Year Built:
2006
See this Listing
Schools
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Luxury Vinyl
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels
One
Exterior
Architectural Style
Mediterranean
Association Amenities
Clubhouse, Fence Restrictions, Fitness Center, Gated, Pool, Security, Shuffleboard Court, Spa/Hot Tub, Tennis Court(s)
Attached Garage YN
1
Community Features
Lake, Clubhouse, Gated Community – Guard, Golf Carts OK, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
East
Exterior Features
French Doors, Private Mailbox, Rain Gutters, Sidewalk
Garage Spaces
2
Lot Features
Corner Lot, In County, Irregular Lot, Oversized Lot, Sidewalk
Open Parking YN
1
Parking Features
Driveway
Patio And Porch Features
Covered, Enclosed, Front Porch, Rear Porch, Screened
Roof
Tile
Security Features
Gated Community
View
Trees/Woods
Waterfront Features
Lake
Window Features
Blinds
Financial
HOA Fee
$236
HOA Fee Frequency
Monthly
HOA Includes
24-Hour Guard, Community Pool, Maintenance Grounds, Pool Maintenance, Recreational Facilities, Security
HOA Name
Stambaugh, Inc
HOA Phone
863-324-5100
Tax Year
2025
Taxes
$3,832
Map
Community
- Address3027 RICHMOND DRIVE WINTER HAVEN FL
- SubdivisionRICHMOND SQUARE PH 02
- CityWINTER HAVEN
- CountyPolk
- Zip Code33884
Subdivisions in WINTER HAVEN
Market Summary
Current real estate data for Single Family in WINTER HAVEN as of Aug 29, 2026
840
Single Family Listed
120
Avg DOM
180
Avg $ / SqFt
$328,937
Avg List Price
Property Summary
- Located in the RICHMOND SQUARE PH 02 subdivision, 3027 RICHMOND DRIVE WINTER HAVEN FL is a Single Family for sale in WINTER HAVEN, FL, 33884. It is listed for $279,000 and features 3 beds, 2 baths, and has approximately 1,994 square feet of living space, and was originally constructed in 2006. The current price per square foot is $140. The average price per square foot for Single Family listings in WINTER HAVEN is $180. The average listing price for Single Family in WINTER HAVEN is $328,937. To schedule a showing of MLS#l4961338 at 3027 RICHMOND DRIVE in WINTER HAVEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of REMAX EXPERTS. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 3027 RICHMOND DRIVE
WINTER HAVEN, FL