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Cypresswood Homes under $200,000

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  • /26

    $200,000

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft

    1606 Eagle Pond Dr, Winter Haven, FL 33884

    This is Eagle Pond, a beautiful section of the Cypress Woods Golf and Country Club. This secure, gated community offers around-the-clock security for added peace of mind. Situated on the second floor, this condo showcases impressive 10-foot ceilings and a spacious open layout. It features two bedrooms, walk-in closets, ceiling fans and the primary bedroom includes a private ensuite bath. The

    Juan Yglesias KELLER WILLIAMS REALTY SMART 1

    1606 Eagle Pond Dr, Winter Haven, FL 33884
  • /39

    $190,977

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft

    307 Eagle Pond Dr, Winter Haven, FL 33884

    Price update!!! This beautiful condo in the 24/7 guard-gated Cypresswood Golf & Country Club offers peaceful pond views you’ll love, visible from both bedrooms and the living room. With tall 10-foot ceilings and warm wood cabinets, the open living and dining area flows right into the breakfast bar kitchen, perfect for relaxing or hosting friends. Both bedrooms have roomy walk-in closets, plus

    Mabel Vassallo CENTURY 21 MYERS REALTY

    307 Eagle Pond Dr, Winter Haven, FL 33884
  • /59

    $112,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    203 Monterey Cypress Blvd Unit 174, Winter Haven, FL 33881

    **Charming Waterfront Retreat in Florida!** NEW ROOF 2025! Discover your dream home with this stunning 2008 Fleetwood model that boasts breathtaking views of a serene lake. Imagine sipping your morning coffee while watching Florida's vibrant birds from your cozy dining area or spacious living room. This meticulously maintained residence features an inviting vinyl-windowed Florida room, perfectly

    Tanya Johnston American Mobile Home Sales of Tampa Bay, Inc.

    203 Monterey Cypress Blvd Unit 174, Winter Haven, FL 33881
  • /30

    $199,500

    • 3 Beds
    • 3 Baths
    • 1,988 Sq Ft

    440 Midnight Cypress Dr Unit 97, Winter Haven, FL 33881

    Lot #97 / 3 B / 3 BA / 1,988 Sq. Ft. / $199,500.00 Spectacular Home! Completely Remodeled 2009 Erica Model in popular Cypress Creek Village! This large home is located on a spacious corner lot. It has a double carport with extra covered golf cart parking. Professionally remodeled upgrades include: - New Architectural Shingle Roof - New Air Conditioner and New Mr. Cool a/c for the tiled

    Jennifer Meyers CRF Communities

    440 Midnight Cypress Dr Unit 97, Winter Haven, FL 33881
  • /44

    $159,900

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    312 Siberian Cypress Cir Unit 326, Winter Haven, FL 33881

    LUXURY Finishes - IMMACULATE Condition - NO Rear NEIGHBORS - 1,568 Sq. Ft. of Beautiful Living Space Welcome to CYPRESS CREEK VILLAGE, one of Central Florida's NEWEST 55+ active ADULT, PET-FRIENDLY communities, where lifestyle comes first. Located in WINTER HAVEN, Florida this land-LEASE community allows you to own your home while paying an approximate MONTHLY LOT RENT of $685, which includes

    Tammy Barnhart Renee's Resales

    312 Siberian Cypress Cir Unit 326, Winter Haven, FL 33881
  • /51

    $152,500

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    268 Monterey Cypress Blvd, Winter Haven, FL 33884

    **Experience Florida Living at Its Finest!** Prepare to be captivated by this immaculate and elegant 2012 Nobility Maria, nestled in the highly sought-after Cypress Creek Village. This mostly furnished and freshly painted home boasts 1196 sq ft of beautifully designed living space, featuring 3 bedrooms, 2 bathrooms, and a delightful rear lanai leading to a bonus patio - all at an unbeatable

    Tanya Johnston American Mobile Home Sales of Tampa Bay, Inc.

    268 Monterey Cypress Blvd, Winter Haven, FL 33884
  • /36

    $200,000

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft

    1102 Eagle Pond Dr, Winter Haven, FL 33884

    Welcome to the Eagle Pond condominium in the Cypress Woods Golf and Country Club community. This coveted community is gated with 24-hour security guard. This bottom floor condo boasts 10-foot ceilings, open floor plan and two bedrooms with walk-in closets. The primary bedroom has an ensuite bathroom. The condo is newly painted with tile flooring in the Livingroom and kitchen. The bedrooms

    Robin McClendon CENTURY 21 MYERS REALTY LAKE WALES

    1102 Eagle Pond Dr, Winter Haven, FL 33884
  • /43

    $194,500

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft

    1507 Eagle Pond Dr Unit 1507, Winter Haven, FL 33884

    Welcome to the Eagle Pond condominium in the Cypress Woods Golf and Country Club community. This coveted community is gated with 24-hour security guard. The condo boasts 10-foot ceilings, open floor plan and two bedrooms with walk-in closets. The primary bedroom has an ensuite bathroom. The condo is newly painted with updated flooring. There is a spacious storage closet on the exterior to

    Robin McClendon CENTURY 21 MYERS REALTY LAKE WALES

    1507 Eagle Pond Dr Unit 1507, Winter Haven, FL 33884
  • /42

    $157,500

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    244 Siberian Cypress Cir Unit 345, Winter Haven, FL 33881

    STUNNING DESIGN • High-End Finishes • BUILT IN 2019 • NEW ROOF in 2024 Welcome to CYPRESS CREEK VILLAGE, one of the newest 55+ Active Adult communities...and PETS are welcome! Homes in CYPRESS CREEK VILLAGE, a 55+ PET-FRIENDLY community in Winter Haven, Florida, are on lot LEASED LAND. Owning the home, but not the land, you pay a monthly LOT RENT of $684 which gives you and your guest

    Tammy Barnhart Renee's Resales

    244 Siberian Cypress Cir Unit 345, Winter Haven, FL 33881
  • /33

    $159,900

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft

    1602 Eagle Pond Dr Unit 1602, Winter Haven, FL 33884

    Don't miss this rare opportunity to own this lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club that is PRICED TO SELL! Be greeted by 10-foot high ceilings, complimenting the open concept living area complete with expansive living and dining areas and kitchen breakfast bar. Walk-in closets in both bedrooms offer an abundance

    Kayly Malinas JOHN WOOD REALTY, INC.

    1602 Eagle Pond Dr Unit 1602, Winter Haven, FL 33884
  • /22

    $169,500

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft

    1503 Eagle Pond Dr Unit 1503, Winter Haven, FL 33884

    Introducing a must-see condo in the esteemed gated community of Cypress Wood, this charming two-bedroom, two-bath home on the first floor is designed for both comfort and convenience. With beautiful wood laminate flooring, ceramic tile, and cozy carpet in the bedrooms, the open layout enhances the spacious feel, while both bedrooms offer generous walk-in closets. Enjoy your own private patio and

    David Small KELLER WILLIAMS REALTY SMART 1

    1503 Eagle Pond Dr Unit 1503, Winter Haven, FL 33884
  • /16

    $139,900

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    397 Siberian Cypress Cir Unit 368, Winter Haven, FL 33881

    Cypress Creek Village - Winter Haven - 3 Bedroom / 2 Bathroom / 1,344 SF. / $149,900 *** OWNER OFFERING (6) MONTHS FREE LOT RENT! *** Cypress Creek Village Lot #368 is a "like new" 2020 model home with bright open floor plan! Enjoy the 9 foot ceiling with tray insert which highlights the high-end finishes throughout. Custom backsplash enhances the large kitchen with lots of

    Jennifer Meyers CRF Communities

    397 Siberian Cypress Cir Unit 368, Winter Haven, FL 33881
  • /68

    $175,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    353 Siberian Cypress Cir, Winter Haven, FL 33881

    Move right in and start living the dream! This fully turnkey, two-bedroom home is ready for you, right down to the brand new golf cart! Boasting a desirable split floor plan, the open-concept living area flows seamlessly into the dining and kitchen, each bedroom offering the luxury of a private ensuite. Escape the ordinary and step into paradise! Imagine unpacking your personal belongings and

    Tanya Johnston American Mobile Home Sales of Tampa Bay, Inc.

    353 Siberian Cypress Cir, Winter Haven, FL 33881
  • /20

    $159,900

    • 3 Beds
    • 2 Baths
    • 1,493 Sq Ft

    252 Siberian Cypress Cir Unit 343, Winter Haven, FL 33881

    3 Bedroom / 2 Bathroom / 1493 sq. ft. / $159,900 Cypress Creek Village lot 343 has a beautiful open floor plan on a nature filled private lot. This 2019 Champion with the much desired Live Oak floor plan features many upgrades. Enter through the light filled foyer. The large open kitchen has a chef's island, stainless appliances, and Chicago brick backsplash. Adjacent is the

    Jennifer Meyers CRF Communities

    252 Siberian Cypress Cir Unit 343, Winter Haven, FL 33881
  • /24

    $179,900

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    344 Siberian Cypress Cir Unit 320, Winter Haven, FL 33881

    Cypress Creek Village-Winter Haven / 2022 / 3BED/2BA/1350 Sq. Ft./$179,900.00 This "like new" Maria model is one of our best selling homes! It is located in the newest phase of Cypress Creek Village along the perimeter, and boasts a ton of kitchen cabinets and 9' ceilings with tray. There are cornices on all of the windows, ceiling fans in all of the rooms, and beautiful crown molding

    Jennifer Meyers CRF Communities

    344 Siberian Cypress Cir Unit 320, Winter Haven, FL 33881
  • /30

    $164,900

    • 3 Beds
    • 3 Baths
    • 1,988 Sq Ft

    164 Monterey Cypress Blvd Unit 121, Winter Haven, FL 33881

    Cypress Creek Village-Winter Haven/ Lot #121/ 3 Bed/3 BA /1,988 Sq. Ft./$164,900.00 Prized 2010 Erica Model in sought after Cypress Creek Village! This spacious home is located on a waterfront lot with breathtaking views! It offers a double carport with a decorative drive and a removable aluminum ramp. This gorgeous home offers *NEW ROOF *NEW LG APPLIANCES *NEW LPV FLOORING *NEW CARPET IN

    Jennifer Meyers CRF Communities

    164 Monterey Cypress Blvd Unit 121, Winter Haven, FL 33881
  • /9

    $150,000

    • Land
    • 0.45 Acre
    • $333,333 per Acre

    450 Palma Ceia Rd, Winter Haven, FL 33884

    One of the LAST remaining vacant lots ready for a custom-built home in the prestigious Cypresswood Golf and Country Club's community of Winter Haven! Build your dream home on this huge .45-acre lot situated directly on the golf course. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse,

    Kayly Malinas JOHN WOOD REALTY, INC.

    450 Palma Ceia Rd, Winter Haven, FL 33884
  • /39

    $134,900

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    284 Siberian Cypress Cir Unit 335, Winter Haven, FL 33881

    3 Bedroom | 2 Bathroom | 1344 sq ft | $134,900.00 This popular 2022 Maria Model is a perfect floor plan! Open concept living , dining and kitchen flowing out to a raised screen room and an additional covered patio for grilling. The kitchen has a full sized closet pantry, an eat in bar that could hold 4 bar stools, and cabinets galore. The large main bedroom easily fits a king sized bed between

    Jennifer Meyers CRF Communities

    284 Siberian Cypress Cir Unit 335, Winter Haven, FL 33881
  • /2

    $150,000

    • Land
    • 0.32 Acre
    • $468,750 per Acre

    1776 Lake Hill Dr, Winter Haven, FL 33884

    Large residential lot that will accommodate a variety of floor plans. Builder and building plans must be approved by Owner.

    John Wood, JR JOHN WOOD REALTY, INC.

    1776 Lake Hill Dr, Winter Haven, FL 33884

Home Trends in Cypresswood, FL

Housing Trends

Median Sale Price
$278,000
Median Single Family Sale Price
$299,499
Median 2 Bedroom Sale Price
$190,000
Average Price Per Sq Ft
$175
Number of Homes for Sale
51
Last 12 months Home Sales
87
Months of Supply
7.00
Median List Price
$302,999
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-10%
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