Get new listings emailed daily! JOIN SIGN IN
Robert Acheson
(937) 539-2148
Refine Search
$650,000

815 Lake Jessie Drive Winter Haven, FL 33881 Residential - Single Family Active

  • 815 Lake Jessie Drive, Winter Haven, FL 33881 Main Photo

67 Total Photos [Click to View All]

Description

Discover a truly one-of-a-kind Spanish/Mediterranean-inspired estate situated on an oversized lot across from beautiful Lake Jessie on the Chain of Lakes. Showcasing striking stucco architecture, elegant arched entryways, charming courtyard-style details, and mature tropical landscaping, this exceptional property offers endless possibilities for multi-generational living, short-term rental income, or long-term investment opportunities.Offering approximately 4,128 sq. ft. of living space, the property features a spacious 3-bedroom, 2-bath main residence (2,928 sq. ft.) and an attached private in-law suite/casita (1,200 sq. ft.) with 1 bedroom and 2 baths, connected by a 2-car garage with an additional workshop/man cave/storage area. The versatile floor plan provides the flexibility to function as a triplex-style investment property, vacation rental, or owner-occupied income-producing residence.Inside, the main home offers warm and inviting living spaces with vaulted ceilings, a fireplace, laminate flooring, abundant natural light, charming window seating, and extensive storage throughout. The family/sitting room flows seamlessly into a raised bonus/dining area, creating an ideal layout for entertaining. A spacious Florida room overlooks the resort-style screened pool area, while the oversized primary suite features private access to a screened porch, perfect for relaxing and enjoying the peaceful surroundings.Step outside to enjoy the beautifully updated saltwater heated pool featuring a new saltwater system, pool heater, and pool cooling system capable of heating the water up to 104 degrees for year-round enjoyment. Additional recent upgrades include a NEW roof on the main house, NEW AC, NEW water heater, NEW flooring in the casita, and much more.Located on a quiet street with no rear residential neighbors, this property offers exceptional privacy and tranquility while remaining just steps from the public/community boat ramp on Lake Jessie. With NO HOA, there is ample space to park your boat, RV, or additional vehicles.Whether you are searching for a unique waterfront-area retreat, a multi-generational estate, or an outstanding income-producing investment opportunity, this remarkable property is truly a rare find. Schedule your private showing today.

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 2
Heating: Central
Home Style: Mediterranean
Lot Size: 0.34 Acres
Roof Type: Metal, Other
Stories: 1.0
Taxes: $7,136
Year Built: 1949

General Information

Bedrooms: 4
Bathrooms: 4 Full
Sqft: 4,128
County: Polk
High School: Auburndale High School
Subdivision: EAST VIEW PKWY
Listed By:
Aline Oliveira META ONE REALTY GROUP LLC 407-223-3678

Amenities

Cathedral Ceiling(s)
Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Open Floorplan
Primary Bedroom Main Floor
Split Bedroom
Vaulted Ceiling(s)
Walk-In Closet(s)
Window Treatments
Other
Rain Gutters
Sliding Doors
Storage

Room Information

Living Room: 20x11
Family Room: 33.5x12
Primary Bedroom: 19x13
Bedroom 2: 14x12
Bedroom 3: 12x10
Bedroom 4: 19x15
Kitchen: 11x10
Dining Room: 14x11

Property Features

Accessibility Features: Accessible Doors, Accessible Entrance, Visitor Bathroom
Appliances: Dishwasher, Microwave, Range, Refrigerator
Body of Water: LAKE JESSIE
Days on Site: 2
Directions: From 1st Street North, left on Hwy 544/Havendale Blvd., turn right onto Jersey Road, right onto E. Derby Avenue, left onto Lake Jessie Drive, property will be on your left.
Exterior: Stucco
Fencing: Fenced
Fireplace: Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Laminate, Tile, Wood
Foundation: Crawlspace
Garage Dimensions: 20X30
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: In County, Oversized Lot, Sidewalk, Paved
Lot Dimensions: 0.34
Other Equipment: Irrigation Equipment
Other Structures: Other, Shed(s)
Ownership: Fee Simple
Parking: Driveway, Off Street, Open, Workshop in Garage
Parking Notes: Driveway, Off Street, Open, Workshop in Garage
Patio/Porch: Covered, Enclosed, Front Porch, Patio, Screened, Side Porch
Pets Allowed: Yes
Pets Restrictions: No restrictions
Pool: Heated, In Ground, Salt Water
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Smoke Detector(s)
Sewer: Septic Tank
Showing Instructions: Combination Lock Box
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Cable Available, Electricity Connected, Public
Water: Public
Water Access: Lake
Water Access Y/N: Yes
Water View: Lake, Lake - Chain of Lakes
Zoning: RM
$650,000
4beds
4.0baths
4,128sqft
2cars
New to the Market Active
BEDS4 BATHS4 full SQUARE FEET4,128 MLS#S5149974
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONEAST VIEW PKWY

Get in Touch

Contact an agent to learn more about

815 Lake Jessie Drive, Winter Haven, FL 33881.

Contact Form

Preferred Communication Method:

Estimate Your Payment

Estimated Payment

$ 2,976.59 per month $2,192.34 Principal & Interest $594.67 Property Tax $189.58 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 05/17/2026. The listing information on this page last changed on 05/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 05/17/2026 6:35:07 AM EST) or Stellar MLS (last updated Sun 05/17/2026 1:59:06 AM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. 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.



Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel