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| Address | Bed / Bath | Listing Price |
|---|---|---|
112 LONGFELLOW ROAD
Discover the potential of this 2-bedroom, 2-bath block home located in the heart of Winter Haven. This true fixer-upper offers endless possibilities for buyers looking to build sweat equity or for investors seeking their next value-add opportunity. The home features a spacious Florida Room that can
Living Area:
1218 Sqft.
|
2
Beds,
2
Baths
|
$139,900 |
512 LAKE DEXTER BOULEVARD
Looking for a home with great vibes, solid bones, and tons of potential? Welcome to your next chapter in Lake Dexter Woods! This 3-bedroom, 2-bathroom home comes with major improvements already done such as the ROOF (2022), Waterheater (2022), HVAC (2017) plus both bathrooms have been completly upda
Living Area:
1158 Sqft.
|
3
Beds,
2
Baths
|
$200,000 |
112 PAINE DRIVE
Seller motivated. Welcome to your home in Winter Haven—just minutes from Legoland, shopping, medical facilities, and Highway 27 for easy commuting! Originally a 3-bedroom, 2-bath layout, this home has been converted into a spacious 5-bedroom, 2-bath residence, offering incredible versatility for g
Living Area:
2078 Sqft.
|
5
Beds,
2
Baths
|
$350,000 |
110 DUVAL ROAD
You found it! A beautifully renovated Winter Haven home featuring 2 bedrooms, 2 full bathrooms, and a 2-car garage with carport. Enjoy an open-concept layout with French doors into the living room, new vinyl flooring, quartz countertops, solid wood cabinets, and luxurious appliances. The living room
Living Area:
1512 Sqft.
|
2
Beds,
2
Baths
|
$279,000 |
4118 FISHERMANS LANDING
Welcome home to this beautifully renovated 3-bedroom, 2-bath gem just minutes from Legoland! Step inside to discover brand-new flooring throughout, a modern kitchen with gleaming stainless steel appliances, and spacious living areas perfect for entertaining. Enjoy Florida living year-round in the sc
Living Area:
1247 Sqft.
|
3
Beds,
2
Baths
|
$244,000 |
412 W LAKE SUMMIT DRIVE
Discover the charm and potential of this 3-bedroom, 2-bathroom single-family home, originally built as the orchard home for the former orange grove that once filled this neighborhood. Situated on a spacious 0.30-acre lot, this 1,445 sq. ft. property offers a rare opportunity for investors or homeown
Living Area:
1465 Sqft.
|
3
Beds,
2
Baths
|
$250,000 |
145 POLK DRIVE
Beautifully Remodeled, Move-In Ready Home in the Heart of Winter Haven!
Welcome to this stunning 3-bedroom, 2-bathroom home, fully remodeled and ready for its new owners. Perfectly situated in a central Winter Haven location, this property offers convenient access to shopping, dining, schools, an
Living Area:
1605 Sqft.
|
3
Beds,
2
Baths
|
$319,900 |
667 LAKE DEXTER CIRCLE
Once a classic 3-bedroom, 2-bath home, now transformed through a thoughtful and stylish renovation into a spacious 4-bedroom, 2-bath retreat. The updated floor plan adds versatility and comfort, perfect for growing families, hosting guests, or creating the ideal home office. Step inside to discover
Living Area:
1338 Sqft.
|
4
Beds,
2
Baths
|
$265,000 |
157 LAKE ROY DRIVE
One or more photo(s) has been virtually staged. Welcome to 157 Lake Roy Drive—a rare lakefront offering on the world-famous Winter Haven Chain of Lakes. Perfectly positioned on Lake Roy, one of the Chain’s quietest and clearest lakes, this property delivers sunset views, calm waters, and direct
Living Area:
3839 Sqft.
|
5
Beds,
5
Baths
|
$919,000 |
516 LAKE DEXTER BOULEVARD
This beautifully updated move-in-ready 2/2 home sits in a quiet, established community on Lake Dexter, one of Winter Haven’s pristine spring-fed lakes. The neighborhood offers an exceptional lifestyle with private access to a residents-only boat ramp, a sparkling saltwater community pool, and a se
Living Area:
1131 Sqft.
|
2
Beds,
2
Baths
|
$259,000 |
3356 DEXTER SE
Minutes from Legoland Florida!! Furnished home!! Featuring a BRAND-NEW Roof, lovely Sunroom, Convenient Carport for parking and 1/10 ownership of the community lake front access to Lake Dexter. This is an excellent Starter home, investment opportunity or personal retreat!
Living Area:
979 Sqft.
|
2
Beds,
2
Baths
|
$189,000 |
94 SAINT KITTS CIRCLE
Welcome home to this spacious 4-bedroom, 2-bath residence located in Planters Walk. This home offers 1,753 sq. ft. of comfortable living in Southeast Winter Haven. Newer A/C, the Roof is only 4 years old! LVP flooring and the laundry room is located inside. The kitchen features a bright breakfast/di
Living Area:
1753 Sqft.
|
4
Beds,
2
Baths
|
$257,000 |
116 HAMPDEN ROAD
Short Sale. ***THIS IS AN UNAPPROVED SHORT SALE TRANSACTION***
Spacious 4/2 with a duplex layout. an impressive 12,000sqft+ lot that includes a covered back patio, nice sized pool, and detached garaged.
Property needs new roof, pool work, and a variety of other repairs throughout the property. Ten
Living Area:
2225 Sqft.
|
4
Beds,
2
Baths
|
$249,900 |
4412 GLENNS LANDING
Price Reduced! Updated Home in Cypress Landings! Move-in ready 2-bedroom, 2-bath home located in the desirable Cypress Landings community in Southeast Winter Haven. This home features brand new flooring throughout, fresh interior paint, new light fixtures, and new ceiling fans. Enjoy the convenien
Living Area:
1394 Sqft.
|
2
Beds,
2
Baths
|
$234,900 |
44 SAINT KITTS CIRCLE
Welcome to Planter’s Walk, one of Southeast Winter Haven’s most desirable established communities! This beautifully updated 3-bedroom, 2-bath home offers comfort, style, and convenience just minutes from dining, shopping, and entertainment, 5 minutes from LEGOLAND Florida, and 25 minutes from Bo
Living Area:
1252 Sqft.
|
3
Beds,
2
Baths
|
$284,900 |
3217 LA SALLE STREET
PRICED TO SELL! This gorgeous, 4-bedroom, 2.5-bath residence, built in 2023, offers an impressive nearly 2,800 sq. ft. of luxurious living space and over 4,000 sq. ft. under roof. Desirable central Florida location in an exclusive 42-home community with NO CDD fees, and a remarkably LOW annual HOA
Living Area:
2797 Sqft.
|
4
Beds,
3
Baths
|
$439,000 |
4304 LARRYS LAGOON
This beautifully maintained 2-bedroom, 2-bath home has been thoughtfully updated for comfort and peace of mind. Major upgrades were completed in 2018, including all-new wood flooring, a total kitchen renovation featuring custom all-wood cabinetry, updated appliances, and full re-plumbing, as well as
Living Area:
1366 Sqft.
|
2
Beds,
2
Baths
|
$233,000 |
3221 LA SALLE STREET
*** $51,000 TOTAL PRICE REDUCTION (as of 12/8/2025)!***
Welcome to 3221 La Salle Street, located in the highly desirable Orleans subdivision of Winter Haven — one of the most distinctive neighborhoods along the Winter Haven Chain of Lakes. This elegant 4-bedroom, 3-bath home is the second-larges
Living Area:
2748 Sqft.
|
4
Beds,
3
Baths
|
$469,000 |
114 BELMONT DRIVE
Welcome to this spacious and beautifully designed pool home, perfect for entertaining and family living! As you step through the front door, you’re welcomed by a tiled foyer leading to a formal dining room with elegant wood laminate flooring and a cozy den that overlooks the pool area. The kitchen
Living Area:
2069 Sqft.
|
4
Beds,
2
Baths
|
$415,000 |
345 S LAKE FLORENCE DRIVE
SELLER IS OFFERING UP TO $10,000 IN CLOSING COST ASSISTANCE. Houses like this don't come around often. 345 South Lake Florence Drive offers you 3 bedrooms, 2 bathrooms, office, formal dining, formal living, game room, loft, gorgeous family room, 3 car garage and a pool. The grand entrance has soarin
Living Area:
3388 Sqft.
|
3
Beds,
2
Baths
|
$540,000 |
|
3
Beds,
2
Baths
|
$280,000 |
3830 OSPREY POINTE CIRCLE
Beautiful community of Osprey Pointe on Lake Ned. This 2 bedroom/2 bath home is move in ready. Kitchen with stainless steel appliances, granite counter tops, tile flooring, dinette area. The open floor plan is great for entertaining complete with a large screened in porch and extended paver patio ar
Living Area:
1438 Sqft.
|
2
Beds,
2
Baths
|
$249,900 |
115 LAKE MARIAM WAY
LOCATION LOCATION AND PRICED TO SELL! Be prepared to fall in love with this dream home in the gated and enchanting Lake Mariam Hills community. This stunning 4-bedroom, 2-bathroom home is both spacious mixed with style and details. Upon entry, you’ll love the warmth and comfort of the large li
Living Area:
2113 Sqft.
|
4
Beds,
2
Baths
|
$399,999 |
144 WATERSIDE CIRCLE
Seller is motivated! Price reduction $24,900! Welcome home! This beautifully maintained 3-bedroom, 2-bathroom, 2 car garage home offers a perfect blend of comfort and style. Waterside Village is a boutique (48 homes) community located in the heart of Winter Haven. Step inside to discover an open-con
Living Area:
1847 Sqft.
|
3
Beds,
2
Baths
|
$325,000 |
1323 DONATELLO LANE
*SPECIAL BUYER INCENTIVE available: Receive up to $3,300 toward closing costs or a rate buy down when using the preferred lender. Welcome to this beautifully maintained 4-bedroom, 2-bathroom home offering the perfect blend of comfort, style, and convenience in the boutique community Estates of Lake
Living Area:
1865 Sqft.
|
4
Beds,
2
Baths
|
$335,000 |
1050 MICHELANGELO LANE
This 3-bedroom, 2-bathroom home features gray cabinets, quartz countertops in the kitchen and bathrooms, and ceramic tile flooring in all main areas. The owner's suite includes a large walk-in closet. The kitchen has an integrated island and a walk-in pantry. Located on an oversized wedge lot. 13,87
Living Area:
1659 Sqft.
|
3
Beds,
2
Baths
|
$339,988 |
132 ALACHUA DRIVE
Welcome to a home unlike any other in Winter Haven! Just minutes from LEGOLAND and local shopping, this stunning 3-bedroom, 2-bath home offers a unique, spacious floor plan perfect for entertaining, relaxing, and everyday living — all with NO HOA restrictions! Step inside to soaring high ceilings
Living Area:
2466 Sqft.
|
3
Beds,
2
Baths
|
$342,500 |
1452 GRAND CAYMAN CIRCLE
PRICE REDUCTION!! Discover this stunning lakefront gem on Lake Dexter—a peaceful 166-acre lake in southeast Winter Haven, accessible only through private community ramps. Perfect for fishing, waterskiing, or simply cruising, Lake Dexter has something for everyone.
Located in the highly sought-aft
Living Area:
1691 Sqft.
|
2
Beds,
2
Baths
|
$295,000 |
1178 MICHELANGELO LANE
PRICE IMPROVEMENT! Welcome to 1178 Michelangelo Ln, an immaculate and energy-efficient home located in the charming boutique community of Estates of Lake Florence in Winter Haven, FL. This 4-bedroom, 3-bathroom beauty offers thoughtful design, comfort, and modern convenience in every detail. Step in
Living Area:
2503 Sqft.
|
4
Beds,
3
Baths
|
$400,000 |