20

Cypresswood Homes under $200,000

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  • /23

    $199,900

    • 2 Beds
    • 2 Baths
    • 1,139 Sq Ft

    697 Broadmoor Cir Unit O71, Winter Haven, FL 33884

    Welcome to 697 Broadmoor Circle—an immaculately kept 2-bedroom, 2-bathroom villa offering maintenance-free living right on the 10th tee of Cypresswood’s beautiful golf course. This home blends comfort, style, and leisure in one of Winter Haven’s most desirable gated golf communities. Step inside to a bright, inviting interior where the spacious living room features a wet bar, perfect for

    Andrew Fearn BHHS FLORIDA PROPERTIES GROUP

    697 Broadmoor Cir Unit O71, Winter Haven, FL 33884
  • /33

    $184,900

    • 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

    $189,500 Open Sat 11AM - 2PM

    • 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
  • /21

    $194,500

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

    703 Eagle Pond Dr Unit 7C, Winter Haven, FL 33884

    Immaculate GROUND Floor Eagle Pond Condo in Cypresswood Golf & Country Club. SELLER TO PROVIDE CREDIT TOWARD BUYER'S CLOSING COSTS - ASK FOR DETAILS!Don’t miss your chance to own this charming 2-bedroom, 2-bathroom ground-floor condo in the highly sought-after, gated Cypresswood Golf & Country Club community. Perfectly maintained, this move-in-ready home features an open-concept living area,

    Claudette Biaggi CENTURY 21 MYERS REALTY

    703 Eagle Pond Dr Unit 7C, Winter Haven, FL 33884
  • /64

    $169,900

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft

    1110 Heartwood Cypress Dr, Winter Haven, FL 33884

    55 Plus Community, VERY LOW LOT FEE $521/month at the beautiful Cypress Creek Village in the very desirable Winter Haven area. What is there not to love about this home. Its located on a oversized lot, with a creek view in the backyard that when filled with natural water brings forth serenity and wildlife for your viewing pleasure. This home has been updated in the best way. The owners have not

    Daniel Butler Sun Realty of Florida

    1110 Heartwood Cypress Dr, Winter Haven, FL 33884
  • /16

    $149,900

    • 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
  • /80

    $159,900

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    389 Siberian Cypress Cir, Winter Haven, FL 33881

    Newer Home, Built in 2023, Lot Fee $634/month in a 55 Plus Active Lifestyle Community in the very desirable City of Winter Haven, Florida. This home is turn key, move in ready. Freshly painted, professionally cleaned inside and out. All appliances at included. Stainless Steel Kitchen Appliances and a beautiful washer and dryer in your very own laundry room. The windows throughout most of the

    Daniel Butler Sun Realty of Florida

    389 Siberian Cypress Cir, Winter Haven, FL 33881
  • /48

    $199,000 Open Sat 2PM - 5PM

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

    507 Eagle Pond Dr Unit G5, Winter Haven, FL 33884

    FOR SALE - 2 Bedroom/2 Bath Condo in lovely Cypresswood Gulf and Country Club. This condo overlooks a pond and beautiful cypress trees. It is very peaceful and serene. Then, the grounds are gorgeous as they are meticulously maintained for the golf courses. Everywhere one looks is a beautiful sight. The condo itself is very comfortable with generously sized bedrooms and walk-in closets. All

    Linda Andre COLDWELL BANKER REALTY

    507 Eagle Pond Dr Unit G5, Winter Haven, FL 33884
  • /24

    $199,900

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

    108 Eagle Pond Dr Unit H, Winter Haven, FL 33884

    Don't miss your opportunity to own this lovely second floor Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club with NEW luxury vinyl flooring and a freshly painted interior. Vinyl flooring throughout for added elegance and ease of maintenance and walk-in closets in both bedrooms offers an abundance of space for organizing your belongings, and an

    Kayly Malinas JOHN WOOD REALTY, INC.

    108 Eagle Pond Dr Unit H, Winter Haven, FL 33884
  • /69

    $159,000

    • 3 Beds
    • 2 Baths
    • 1,566 Sq Ft

    1182 Heartwood Cypress Dr, Winter Haven, FL 33884

    55 Plus Active Lifestyle Community. Seller is motivated. Only 6 years old which mean there is still plenty of life on the roof. LOW LOT FEE $521/month. This home has furniture that you can keep or can be removed if you have no need for it. You'll have all matching appliances, spacious shed, Golf CART INCLUDED, all season sunroom, laundry room, and plenty of storage throughout. As you walk into

    Daniel Butler Sun Realty of Florida

    1182 Heartwood Cypress Dr, Winter Haven, FL 33884
  • /33

    $108,000

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

    502 Leyland Cypress Way Unit 61, Winter Haven, FL 33881

    Don't miss out on this Beautiful Upgraded Home on a CORNER LOT in the Perfect Location. Homes in Cypress Creek Village, one of the newest 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 $637.00 which gives you and your guest access to the amenities of the community. CORNER LOT WITH DOUBLE CARPORT

    Tammy Barnhart Renee's Resales

    502 Leyland Cypress Way Unit 61, Winter Haven, FL 33881
  • /20

    $169,900

    • 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. / $169,900 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
  • /37

    $189,000

    • 3 Beds
    • 3 Baths
    • 1,749 Sq Ft

    332 Siberian Cypress Cir, Winter Haven, FL 33881

    Welcome to your new sanctuary in a vibrant 55+ gated community in beautiful Winter Haven Florida! This stunning like new 2022 Scot Built Manufactured Home offers a generous 1,749 sq. ft. of thoughtfully designed living space, perfect for enjoying your golden years. This home features a spacious master suite where you can indulge in the luxury of a large master bedroom complete with His and Her

    Mary Sergent USA Mobile & Manufactured Homes Sales, LLC.

    332 Siberian Cypress Cir, 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
  • /28

    $113,900

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

    219 Monterey Cypress Blvd Unit 178, Winter Haven, FL 33881

    Welcome to your stunning Florida dream home located in Cypress Creek Village, one of the newest 55+ Active Adult communities and pets are welcome! Homes in Cypress Creek Village, a 55+ community in Winter Haven, Florida, are on lot leased land. Owning the home, but not the land, you pay a monthly lot rent of $650 which gives you and your guest access to the amenities of the community. This

    Tammy Barnhart Renee's Resales

    219 Monterey Cypress Blvd Unit 178, 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
  • /59

    $112,000

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

    203 Monterey Cypress Blvd, 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, Winter Haven, FL 33881
  • /39

    $134,900

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft

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

    3 Bedroom | 2 Bathroom | 1375 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

Home Trends in Cypresswood, FL

Home Trends

Median Price (12 Mo)
$287,450
Median Single Family Price
$309,200
Median 2 Bedroom Price
$189,750
Average Price Per Sq Ft
$183
Number of Homes for Sale
66
Last 12 months Home Sales
80
Months of Supply
9.90
Median List Price
$310,000
Median Discount From 1st List Price
4%
Median Home Sale Price YoY Change
-10%
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