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North Winter Haven Homes for Sale

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  • /37

    $288,500

    $27K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft

    1085 Brenton Manor Dr, Winter Haven, FL 33881

    Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA. Built in 2015, it offers a modern design, a comfortable one-level layout, a 2-car garage, and all appliances included. Tucked into the vibrant Chain of Lakes region, you’re surrounded by peaceful views, leafy lakes, and plenty of outdoor fun from boat cruises to paddle boarding. And when

    Agent Photo

    Clarisa Moody

    MARZUCCO REAL ESTATE

    1085 Brenton Manor Dr, Winter Haven, FL 33881
  • /60

    $349,999

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft

    1522 Eckart Dr, Winter Haven, FL 33881

    This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spacious open floor plan featuring a Great Room, dining area, and family room combination with cathedral ceilings, wood burning fireplace, laminate wood flooring, and abundant recessed lighting. French doors from the dining room lead to an open patio and

    Agent Photo

    Russ Rhoads

    EXP REALTY LLC

    1522 Eckart Dr, Winter Haven, FL 33881
  • /44

    $200,000

    $24K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 2,078 Sq Ft

    111 Sunset Dr E, Winter Haven, FL 33881

    PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for homeowners or investors. The kitchen is just off from the spacious dining area, great for family gatherings, while the spacious living room and family room provides extra space to relax. The primary bedroom as well as the other rooms are generously sized,

    Agent Photo

    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    111 Sunset Dr E, Winter Haven, FL 33881
  • /51

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,998 Sq Ft

    4111 Island Lakes Dr, Winter Haven, FL 33881

    Welcome to this beautifully maintained waterfront home on an oversized lot in the desirable Island Lakes community. This contemporary residence combines comfort, functionality, and breathtaking lake views. Step inside to discover an open-concept floor plan with soaring cathedral ceilings, abundant natural light, and a desirable split-bedroom layout. The spacious primary suite has views of the

    Agent Photo

    Amy Moline

    EXP REALTY LLC

    4111 Island Lakes Dr, Winter Haven, FL 33881
  • /5

    $980,000

    $130K PRICE INCREASE
    • Land
    • 9.8 Acres
    • $100,000 per Acre

    0 Brigham Rd NW, Winter Haven, FL 33881

    9.8 ACRES (8.5 acres of R-3 + 1.3 acres of Conservation zoning) in the City of Winter Haven. Prime location and already zoned for multifamily development (R-3). Additional unit count with potential zoning change of 1.3 acre portion to R-3. WATER, SEWER & POWER readily available! Property fronts onto Brigham Road and backs up to a Conservation Area. All measurements including acreage count are

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    0 Brigham Rd NW, Winter Haven, FL 33881
  • /30

    $309,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft

    CALI Plan at Willowbrook South, Winter Haven, FL 33881

    Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step

    D.R. Horton Builder
    2815 Adeline Ave Unit 38507578, Winter Haven, FL 33881
  • /31

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,577 Sq Ft

    4919 St James Dr, Winter Haven, FL 33881

    Welcome to this beautiful 3-bedroom, 2-bathroom waterfront home in the desirable community of Winter Haven! This home combines comfort and scenic views with a spacious, functional floor plan designed for everyday living and entertaining. Wake up to peaceful water views and enjoy relaxing evenings overlooking the tranquil waterfront from your own backyard. The primary suite provides a private

    Crystal Taylor LIVE FLORIDA REALTY

    4919 St James Dr, Winter Haven, FL 33881
  • /18

    $299,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    ARIA Plan at Willowbrook South, Winter Haven, FL 33881

    The Aria is one of our one-story floorplans featured in Willowbrook South in Winter Haven, Florida. With multiple exteriors to choose from, the Aria is a popular home. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,672 square feet of comfortable living. This all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area,

    D.R. Horton Builder
    2815 Adeline Ave Unit 38507573, Winter Haven, FL 33881
  • /20

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,054 Sq Ft

    4079 Lake Marianna Dr, Winter Haven, FL 33881

    Renovation opportunity at 4079 Lake Marianna Drive. NO HOA, this 3-bedroom, 2-bath home features a circular drive, single car garage, front family room with views of Lake Marianna, newer solar panels, and a new roof installed at the same time as the solar system. The large, fenced backyard includes two extra-wide gates for boat or RV access, plus a shed, workshop, and air-conditioned outbuilding.

    Mike Nolen COLDWELL BANKER REALTY

    4079 Lake Marianna Dr, Winter Haven, FL 33881
  • /51

    $634,900

    $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,619 Sq Ft

    530 Sanctuary Blvd, Winter Haven, FL 33881

    Welcome to this exceptional custom-built 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design, & everyday comfort come together seamlessly. Perfectly positioned on a spacious corner lot directly across from the lake, this stunning home immediately impresses with its commanding presence & refined architectural detail.Step

    Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    530 Sanctuary Blvd, Winter Haven, FL 33881
  • /2

    $290,640

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,486 Sq Ft

    533 Ituna Cir, Winter Haven, FL 33881

    Move-in ready 3-bedroom home for sale in Winter Haven, Florida, featuring an open living area under an airy volume ceiling, a front porch and covered lanai, and a nice-sized owner's suite with a walk-in wardrobe and an en-suite bath with dual vanities, a decorative tiled shower with a glass enclosure, and a closeted toilet. This home includes features and finishes hand-selected by our

    Highland Homes Builder
    533 Ituna Cir, Winter Haven, FL 33881
  • /5

    $249,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    361 Wharf Way, Winter Haven, FL 33881

    Move-in ready 3-bedroom, open-layout townhome for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet, and

    Highland Homes Builder
    361 Wharf Way, Winter Haven, FL 33881
  • /2

    $197,500

    • 3 Beds
    • 2 Baths
    • 2,082 Sq Ft

    820 Avenue Z NW, Winter Haven, FL 33881

    Short Sale. Discover a wonderful opportunity in the desirable Winter Haven area. This inviting residence offers comfortable living with a practical and welcoming layout. Bright natural light enhances the interior, creating a warm and airy feel throughout. The living areas flow seamlessly, making everyday living and entertaining effortless. A functional kitchen provides plenty of space for cooking

    Cesar Estrada, PA EXP REALTY LLC

    820 Avenue Z NW, Winter Haven, FL 33881
  • 2815 Adeline Ave Unit 38507577, Winter Haven, FL 33881

    $289,990

    New Construction
    • 5 Beds
    • 2 Baths
    • 1,708 Sq Ft

    DUNDEE Plan at Willowbrook South, Winter Haven, FL 33881

    Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Willowbrook South in Winter Haven, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and dining areas flow

    D.R. Horton Builder
    2815 Adeline Ave Unit 38507577, Winter Haven, FL 33881
  • /24

    $150,000

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft

    622 Ridge Terrace, Winter Haven, FL 33881

    Newly Remodeled Kitchen and Bathrooms! Welcome to Florida living at its best in this beautifully updated 2-bedroom, 2-bath home offering comfort, style, and an easygoing waterfront lifestyle. Step inside to a bright, open floor plan featuring modern finishes, wood-look flooring, and inviting living spaces perfect for relaxing or entertaining. The remodeled kitchen and bathrooms add a fresh,

    Diana Acosta TRUE FLORIDA REALTY LLC

    622 Ridge Terrace, Winter Haven, FL 33881
  • /56

    $215,000

    • 3 Beds
    • 2.5 Baths
    • 1,549 Sq Ft

    2216 Starboard, Winter Haven, FL 33881

    Check out this wonderful opportunity to own a spacious 3-bedroom, 2.5-bath home in the desirable 55+ community of Hartridge Landings! This well-maintained community offers a low HOA fee that includes access to the community pool and a private boat ramp on Lake Hartridge, providing access to Winter Haven's renowned Chain of Lakes. Step inside to an open and versatile floor plan featuring two

    Bree Allison KELLER WILLIAMS TAMPA CENTRAL

    2216 Starboard, Winter Haven, FL 33881
  • /32

    $319,999

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,727 Sq Ft

    2221 20th St NW, Winter Haven, FL 33881

    This beautifully updated 4-bedroom, 2-bath home offers the perfect blend of modern comfort and classic Florida living. Located directly across from the Lake Hartridge boat ramp and Lake Hartridge Nature Park, you’ll enjoy instant access to the Winter Haven Chain of Lakes—one of Central Florida’s most desirable waterways for boating, fishing, and recreation. Inside, every detail has been

    Stetson Russell REAL FLORIDA REALTY LLC

    2221 20th St NW, Winter Haven, FL 33881
  • /5

    $249,900

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    353 Wharf Way, Winter Haven, FL 33881

    Move-in ready 3-bedroom, open-layout townhome for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet, and

    Highland Homes Builder
    353 Wharf Way, Winter Haven, FL 33881
  • /5

    $249,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    369 Wharf Way, Winter Haven, FL 33881

    Move-in ready 3-bedroom, open-layout townhome for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet, and

    Highland Homes Builder
    369 Wharf Way, Winter Haven, FL 33881
  • /51

    $155,700

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    6308 Bayberry Blvd NE, Winter Haven, FL 33881

    LOW-COST YEAR AROUND LIVING! VERY WELL MAINTAINED! Fully Furnished everything stays! Pet Friendly lot. Gorgeous updating, Very Clean & Move-In ready! Brookhaven Village Resident Owned and located in the heart of Central Florida is a well-established and maintained age 55+ community. You Own your Lot! Perfect for winter months or year around living. Very affordable $34.00 monthly HOA which

    Don Cleveland COLDWELL BANKER REALTY

    6308 Bayberry Blvd NE, Winter Haven, FL 33881
  • /18

    $242,499

    $8K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft

    800 Ware Ave NE, Winter Haven, FL 33881

    EXCELLENT INVESTMENT OPPORTUNITY! Welcome to 800 Ware Ave NE, Winter Haven, where immediate rental income meets exceptional long-term potential! TENANT OCCUPIED with a reliable, long-term tenant already in place through January 2027, this EXCELLENT INVESTMENT offers the perfect addition to your portfolio while giving you the flexibility to make it your future home. This newer 3-bedroom,

    Veronica Figueroa EXP REALTY LLC

    800 Ware Ave NE, Winter Haven, FL 33881
  • /5

    $45,000

    • Land
    • 15,246 Sq Ft
    • $128,571 per Acre

    716 Avenue Y NE, Winter Haven, FL 33881

    This vacant lot offers a prime development opportunity in Winter Haven. The property is a 0.35-acre level lot, providing ample space for a residential build in an established neighborhood.

    Anthony Medina KELLER WILLIAMS REALTY SMART 1

    716 Avenue Y NE, Winter Haven, FL 33881
  • /35

    $268,900

    New Construction $29K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    2787 Adeline Ave, Winter Haven, FL 33881

    The property is located at 2787 Adeline Ave WINTER HAVEN FL 33881 priced at 268900, the square foot and stories are 1328, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    2787 Adeline Ave, Winter Haven, FL 33881
  • /36

    $245,000

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,042 Sq Ft

    2105 9th St NE, Winter Haven, FL 33881

    Welcome to this beautifully renovated, move-in-ready home offering the perfect combination of style, comfort, and convenience! This charming property has been thoughtfully updated and features a bright open layout filled with natural light, creating a warm and inviting atmosphere for family and friends. Recent improvements include a bonus room with a bathroom, a new roof (2024), updated

    Vivian Boscan Montaner COLDWELL BANKER REALTY

    2105 9th St NE, Winter Haven, FL 33881
  • /37

    $379,000

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,603 Sq Ft

    4099 Island Lakes Dr, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. NEW ROOF 2/9/2026 + $10K PRICE IMPROVEMENT on 7/24! Now offered at another improved price, this waterfront home on Lake Rochelle delivers the best value currently available on the Winter Haven Chain of Lakes. Located in the desirable Island Lakes community, this well-maintained 3-bedroom, 2-bath home combines lakefront living, major recent updates,

    Don Jerue KELLER WILLIAMS REALTY SMART 1

    4099 Island Lakes Dr, Winter Haven, FL 33881
  • /67

    $590,000

    $60K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,128 Sq Ft

    815 Lake Jessie Dr, Winter Haven, FL 33881

    Step into timeless elegance with this stunning Mediterranean-style estate in the heart of Winter Haven. Offering over 4,100 square feet of living space, this one-of-a-kind property features a private casita, private pool, and endless possibilities for multi-generational living, guest accommodations, or a home office. Recent updates include a new roof and new AC, giving buyers peace of mind while

    Aline Oliveira META ONE REALTY GROUP LLC

    815 Lake Jessie Dr, Winter Haven, FL 33881
  • /15

    $26,500

    $7K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    33 Idle Ln, Winter Haven, FL 33881

    This beautifully remodeled 2bedroom 1bathroom home is ready for it's new owners. Located in a small and quite 55 community, this home offers an open floor concept and lots of windows for the warm Florida sun to shine through. This home features two spacious bedrooms located on each end of the home and large open concept kitchen, dining and living room. This stunning kitchen has newer appliances,

    Todd Newby NEWBY REALTY INC

    33 Idle Ln, Winter Haven, FL 33881
  • /35

    $269,900

    New Construction $23K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    2790 Adeline Ave, Winter Haven, FL 33881

    Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Let me Introduce you

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    2790 Adeline Ave, Winter Haven, FL 33881
  • /7

    $249,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    117 Nemo Ln, Winter Haven, FL 33881

    Move-in ready, 3-bedroom, 2-story townhome with a garage for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted

    Highland Homes Builder
    117 Nemo Ln, Winter Haven, FL 33881
  • /72

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,686 Sq Ft

    4112 Island Lakes Dr, Winter Haven, FL 33881

    Embrace the opportunity to make this expansive 3-bedroom, 2-bathroom abode your new home. This residence is ready for immediate occupancy and boasts a prime location within the sought-after Island Lakes community. Residents here can easily access the Chain of Lakes via the nearby Lake Conine boat ramp perfect for fishing, water sports, or leisurely lake outings. Inside, discover an inviting, open

    Bridgette Daniels HOMERIVER GROUP

    4112 Island Lakes Dr, Winter Haven, FL 33881
  • /2

    $249,900

    New Construction $7K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,544 Sq Ft

    117 Loma Dr, Winter Haven, FL 33881

    Brand-new 3-bedroom, 2.5-bath two-story townhome with garage in Winter Haven, FL. The open-concept main level features a spacious living area, flex space, powder room, and private covered lanai. The professionally designed kitchen includes a breakfast bar, 36-inch soft-close birch cabinets, premium laminate countertops, walk-in pantry, and Samsung stainless steel appliances. Upstairs, the owner’s

    George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

    117 Loma Dr, Winter Haven, FL 33881
  • /40

    $624,900

    $44K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,050 Sq Ft

    803 Lake Jessie Dr, Winter Haven, FL 33881

    Experience luxury living in this newly built (2023) modern style home featuring breathtaking views of Lake Jessie and no HOA! This spacious 4-bedroom, 4-bath single-family residence offers an expansive open floor plan, soaring ceilings, and porcelain tile throughout. The elegant living room features a dramatic porcelain tile fireplace, creating a warm and stylish focal point. The chef’s kitchen

    Asley Garcia LANTES REAL ESTATE LLC

    803 Lake Jessie Dr, Winter Haven, FL 33881
  • /35

    $169,000

    $9K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,334 Sq Ft

    2500 21st St NW Unit 23, Winter Haven, FL 33881

    PRICE REDUCTION!!!!Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 bath condo offers 1,334 sq. ft. of comfortable living with a smart two-story layout—main living areas downstairs and both bedrooms upstairs. The home incorporates rustic farmhouse design elements throughout, including decorative

    Tomi Miller-Troupe COLDWELL BANKER REALTY

    2500 21st St NW Unit 23, Winter Haven, FL 33881
  • /11

    $145,000

    $5K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    6433 Jacaranda Ave NE, Winter Haven, FL 33881

    Significant price improvement and a highly motivated seller make this an exceptional opportunity in the sought-after 55+ Brookhaven Village community. This well-maintained manufactured home is truly move-in ready and offers both comfort and value. Major updates provide peace of mind, including a new roof installed in October 2024, fresh interior paint completed in March 2025, and an HVAC system

    Adriana Morales MY REALTY GROUP, LLC.

    6433 Jacaranda Ave NE, Winter Haven, FL 33881
  • /2

    $347,300

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,005 Sq Ft

    544 Ituna Cir, Winter Haven, FL 33881

    Spacious, open-layout, 3-bedroom home for sale in Winter Haven, Florida! Designed for your lifestyle, the Serendipity features an open living area under volume ceilings, opening to outdoor living on your large covered lanai. Relax in your luxurious owner's suite with an elegant tray ceiling, two walk-in wardrobes, and a spacious dual-vanity en-suite bath. This home includes features and finishes

    Highland Homes Builder
    544 Ituna Cir, Winter Haven, FL 33881
  • /9

    $285,000

    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft

    108 Edgewater Dr, Winter Haven, FL 33881

    Seller to pay all Closing costs for Potential buyer.. Welcome to 108 Edgewater Drive, a beautifully refreshed single-story stucco home offering 4 bedrooms, 2 full bathrooms, and 1,450 sq. ft. of comfortable living space. Step inside to find sleek ceramic tile flooring throughout the entire home, paired with high-quality solid wood cabinets, elegant solid surface countertops, and modern ceiling

    Martineau Dimanche INTELLIGENCE CHOICE REALTY LLC

    108 Edgewater Dr, Winter Haven, FL 33881
  • /2

    $320,480

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,545 Sq Ft

    576 Ituna Cir, Winter Haven, FL 33881

    Brand-new, open-layout, 3-bedroom home for sale in Winter Haven, Florida! The Parsyn provides you with a welcoming, open living area with luxury vinyl plank flooring under an airy volume ceiling. Relax in your beautiful owner's suite with a large walk-in wardrobe and, a decorative tiled shower with glass enclosure, dual vanities, and a closeted toilet. Plus, enjoy outdoor living on your front

    Highland Homes Builder
    576 Ituna Cir, Winter Haven, FL 33881
  • /25

    $399,000

    $66K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft

    1151 Carefree Cove Dr, Winter Haven, FL 33881

    Huge price drop! Looking for a peaceful lakefront pool home or well appointed AibBnB property? This beautiful 3-bedroom, 2-bath home sits on Lake Conine in Winter Haven’s northern Chain of Lakes, with easy access to the Chain of Lakes Trail. The home has been completely renovated to include a brand new roof, A/C, luxury vinyl plank flooring, interior / exterior paint, water heater, and much more!

    Jonathan Minerick HOMECOIN.COM

    1151 Carefree Cove Dr, Winter Haven, FL 33881
  • /18

    $240,000

    $10K PRICE DROP
    • Land
    • 31,798 Sq Ft
    • $328,767 per Acre

    757 Lake Jessie Dr, Winter Haven, FL 33881

    COME BUILD YOUR DREAM HOME RIGHT ACROSS THE STREET FROM LAKE JESSIE ! LIVE THE BEST LIFE OF WHAT FLORIDA HAS TO OFFER NEAR BEAUTIFUL LAKE JESSIE ! THIS VACANT LAND HAS 3 SEPARATE PARCELS THAT HAVE BEEN DEEDED TOGETHER TO MAKE ONE BUILDABLE LOT THAT IS “JUST SHY” OF ONE ACRE ! THE TOTAL SIZE OF THIS LAND IS .73 OF AN ACRE APPROXIMATELY ! YOU CAN ACCESS LAKE JESSIE WHERE YOU CAN ENJOY THE BEST LAKE

    Brian Allen FLORIDA EXECUTIVE REALTY

    757 Lake Jessie Dr, Winter Haven, FL 33881
  • /67

    $1,195,000

    • 5 Beds
    • 5.5 Baths
    • 3,235 Sq Ft

    250 Brigham Rd NW, Winter Haven, FL 33881

    Prepare to be captivated by this beautifully updated lakefront estate on Lake Hartridge, perfectly positioned along the highly sought-after Winter Haven Chain of Lakes. Situated on approximately 1.3 acres with an impressive 115 feet of waterfront, this exceptional property offers a rare combination of luxury, privacy, and breathtaking panoramic water views, all tucked away on a peaceful dead-end

    David Small KELLER WILLIAMS REALTY SMART 1

    250 Brigham Rd NW, Winter Haven, FL 33881

Showing Results 1 - 40, Page 1 of 4

Why Live in North Winter Haven

North Winter Haven offers lakeside living in a suburban setting, featuring nine lakes of varying sizes, including the largest lake in the Winter Haven chain. The neighborhood's interconnected lakes, accessible via a system of locks and canals, provide unique recreational opportunities. Housing options range from condos and townhouses to single-family homes, including 21st-century contemporary, cottage-style, and midcentury ranch homes. Newer homes are typically built closer together in walkable subdivisions, while older homes often have larger lots and more natural surroundings. The risk of flooding is low, but homeowners should be aware of potential wind damage during hurricane season. Residents enjoy easy access to lakes for boating and fishing, with a neighborhood boat launch at Lake Hartridge Nature Park. Golfers can play at Willowbrook Golf Course, and the Winter Haven Recreation and Cultural Center offers various amenities. Port 27, adjacent to the neighborhood, features restaurants, entertainment, and a regular calendar of events. Dining options in Downtown Winter Haven include fine Italian dining at Arabellas, Aria Steakhouse, and Lucille’s American diner. Other attractions include the Historic Ritz Theatre and Gram Parsons Derry Down concert venue. Shopping options include a nearby Publix and Walmart Supercenter. The neighborhood is served by Polk County Public Schools. Winter Haven Hospital and downtown are easily accessible by bus or car, and nearby Interstate 4 provides access to Orlando and Tampa.

North Winter Haven Home Prices vs. Nearby Winter Haven, FL Neighborhoods

North Winter Haven Lake Alfred Lake Lucerne Cypress Gardens
Median Home Price
$309,990
$353,490
$315,990
$315,740
Median Sale Price
$299,000
$340,000
+2% YoY
$311,990
+6% YoY
$294,990
-4% YoY
Median Single Family Price
$307,900
$344,032
$314,990
$318,000
Total Active Listings
159
155
51
141
Market Conditions
6 Months of Supply
Buyer's Market
4 Months of Supply
Seller's Market
5 Months of Supply
Balanced Market
6 Months of Supply
Buyer's Market

Frequently Asked Questions

Is North Winter Haven a good place to live?
North Winter Haven is a good place to live. North Winter Haven is considered very car-dependent and somewhat bikeable with minimal transit options. North Winter Haven is a suburban neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. North Winter Haven has 10 parks for recreational activities. It is fairly sparse in population with 3.0 people per acre and a median age of 41. The average household income is $72,148 which is below the national average. College graduates make up 17.5% of residents. A majority of residents in North Winter Haven are home owners, with 37% of residents renting and 63% of residents owning their home. A local real estate agent serving North Winter Haven can help you decide if this neighborhood is the right one for you. Learn more on our North Winter Haven neighborhood guide.
Is North Winter Haven, FL a safe neighborhood?
North Winter Haven, FL is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in North Winter Haven?
The median home price in North Winter Haven is $309,990. If you put a 20% down payment of $62,000 and had a 30-year fixed mortgage with an interest rate of 6.58%, your estimated principal and interest payment would be $1,580 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $68K a year to afford the median home price in North Winter Haven. Learn how much home you can afford with our Home Affordability Calculator. The average household income in North Winter Haven is $72K.
What are the best public schools in North Winter Haven?
The best public schools that serve North Winter Haven are:
What are the best private schools in North Winter Haven?
The best private schools that serve North Winter Haven are:
What are the most popular zip codes in North Winter Haven, Winter Haven, FL?
The most popular zip codes in North Winter Haven, Winter Haven, FL include 33881, 33880, 33850, 33884 and 33844.
What are the most popular neighborhoods near North Winter Haven, Winter Haven, FL?
The most popular neighborhoods near North Winter Haven, Winter Haven, FL are Lake Lucerne, East Winter Haven, Downtown Winter Haven, Cypress Gardens and Cypresswood.
Are home prices dropping in North Winter Haven?
Yes, home prices in North Winter Haven are down 4% in the last 12 months.
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