Below you can view all the homes for sale in the Cypress Wood Tennis Villas subdivision located in Winter Haven Florida. Listings in Cypress Wood Tennis Villas are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Cypress Wood Tennis Villas, give us a call at 407-901-3073.

21 Results

Cypress Wood Tennis Villas Winter Haven Florida Homes For Sale

Cypress Wood Tennis Villas For Sale $300,000

Reduced By $10,000

Charming villa features a two-car garage, well-maintained lawn, and covered entrance at 42 Enclave Dr, Winter Haven, FL 33884
View Details 26 Photos
Villa boasts a two-car garage, neat landscaping, and well-kept driveway at 42 Enclave Dr, Winter Haven, FL 33884
Open-concept living room with hardwood floors, high ceilings, and staircase at 42 Enclave Dr, Winter Haven, FL 33884
Charming kitchen with stainless steel appliances and tile floors next to dining area at 42 Enclave Dr, Winter Haven, FL 33884
*POTENTIAL GREAT VALUE
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2370

  • Year Built

    1999

  • $/SqFt

    $127

All information is believed to be accurate but buyer and or buyers agent should verify. S & D REAL ESTATE SERVICE LLC.

Cypress Wood Tennis Villas For Sale $238,000

Charming home exterior featuring a well-maintained red fence, lush tree, and inviting walkway at 683 Broadmoor Cir # 683, Winter Haven, FL 33884
View Details 29 Photos
Inviting home exterior with a red fence, secured gate, and well-kept walkway at 683 Broadmoor Cir # 683, Winter Haven, FL 33884
Brick-paved patio area enclosed by a red fence and a green leafy tree at 683 Broadmoor Cir # 683, Winter Haven, FL 33884
The patio is paved with red bricks, fenced in, and has some shrubbery at 683 Broadmoor Cir # 683, Winter Haven, FL 33884
On Market For 4 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1139

  • Year Built

    1981

  • $/SqFt

    $209

Don't miss out on this one, call to view today. TOWN & COUNTRY REAL ESTATE.

Cypress Wood Tennis Villas For Sale $295,000

Charming home with a well-maintained lawn, inviting curb appeal, and a two-car garage at 620 Wexford Ct, Winter Haven, FL 33884
View Details 19 Photos
Cozy home exterior featuring well-kept lawn and a walkway leading to the entrance at 620 Wexford Ct, Winter Haven, FL 33884
Inviting entrance with a well-lit walkway and neatly trimmed landscaping at 620 Wexford Ct, Winter Haven, FL 33884
Bright entryway featuring wood-look flooring and a view into the dining area at 620 Wexford Ct, Winter Haven, FL 33884
On Market For 6 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1426

  • Year Built

    1979

  • $/SqFt

    $207

This Is Truly A Gem And A Must See To Appreciate! ! LPT REALTY, LLC.

Cypress Wood Tennis Villas For Sale $599,999

Charming one-story home with a well-manicured lawn, mature landscaping, and a welcoming front porch at 19 Meadowlake Ct, Winter Haven, FL 33884
View Details 55 Photos
Close up of charming front porch with brick detail, gray shutters, and welcoming front door at 19 Meadowlake Ct, Winter Haven, FL 33884
Beautiful screened-in pool with lounge chairs, lush landscaping and view of the golf course at 19 Meadowlake Ct, Winter Haven, FL 33884
Bright foyer featuring wood floors, a decorative mirror and a stylish accent bench at 19 Meadowlake Ct, Winter Haven, FL 33884
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3257

  • Year Built

    1977

  • $/SqFt

    $184

This is the dream home you’ve been waiting for—schedule your private tour today before it’s gone! REAL BROKER, LLC.

Cypress Wood Tennis Villas For Sale $375,000

Charming single-story home features a red tile roof, lush landscaping, and a brick-paved driveway leading to a two-car garage at 762 Canberra Rd, Winter Haven, FL 33884
View Details 51 Photos
Spacious living room featuring tile floors, a ceiling fan, and a comfortable seating area, with an open view to the dining area at 762 Canberra Rd, Winter Haven, FL 33884
Well-equipped kitchen boasts granite countertops, wooden cabinets, and modern appliances, including a black oven and dishwasher at 762 Canberra Rd, Winter Haven, FL 33884
Serene bedroom features a blue wall, a white bed frame with neutral bedding, and ample natural light from a large window at 762 Canberra Rd, Winter Haven, FL 33884
On Market For 9 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2002

  • Year Built

    1990

  • $/SqFt

    $187

All information is believed to be accurate but not guaranteed. JUDY B CLEAVES PROPERTIES INC.

Cypress Wood Tennis Villas For Sale $369,900

Charming single-story home with a well-manicured lawn and attached two car garage at 734 Canberra Rd, Winter Haven, FL 33884
View Details 37 Photos
Inviting foyer with neutral walls, marble floors, and decorative nautical accents at 734 Canberra Rd, Winter Haven, FL 33884
Comfortable living area with a plush gray sofa and stylish marble-patterned rug at 734 Canberra Rd, Winter Haven, FL 33884
Inviting living room featuring a comfortable gray sofa, TV, and cozy lighting at 734 Canberra Rd, Winter Haven, FL 33884
On Market For 16 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2136

  • Year Built

    1993

  • $/SqFt

    $173

Schedule your private showing today and experience everything this exceptional property has to offer. RE/MAX HERITAGE PROFESSIONALS.

Cypress Wood Tennis Villas Pended $284,900

Charming home with a two-car garage, an American flag, and tropical landscaping including mature palm trees at 37 Enclave Dr, Winter Haven, FL 33884
View Details 27 Photos
Charming home featuring a two-car garage, well-manicured lawn, tropical landscaping, and an American flag at 37 Enclave Dr, Winter Haven, FL 33884
Beautiful home with lush landscaping, a two-car garage, and an American flag waving gently at 37 Enclave Dr, Winter Haven, FL 33884
Bright entryway features tile flooring, a decorative screen, and a glass-paneled front door for natural light at 37 Enclave Dr, Winter Haven, FL 33884
On Market For 17 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1682

  • Year Built

    1997

  • $/SqFt

    $169

Additional amenities include an automatic garage screen door and a whole-house generator. LOCKHART & ASSOCIATES INC.

Cypress Wood Tennis Villas For Sale $220,000

Community carport providing covered parking spaces for residents and visitors, enhancing convenience at 2214 Se Sawgrass Ct, Winter Haven, FL 33884
View Details 53 Photos
Cozy patio features an outdoor seating area, perfect for relaxing or entertaining guests at 2214 Se Sawgrass Ct, Winter Haven, FL 33884
Exterior view showcasing the patio area with seating, enhancing outdoor living at 2214 Se Sawgrass Ct, Winter Haven, FL 33884
Inviting hallway featuring neutral paint, tile flooring and a view to the home's living spaces at 2214 Se Sawgrass Ct, Winter Haven, FL 33884
*POTENTIAL GREAT VALUE
On Market For 17 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1590

  • Year Built

    1987

  • $/SqFt

    $138

Schedule a private showing today and discover all that this charming golf villa has just for you. LPT REALTY, LLC.

Cypress Wood Tennis Villas For Sale $339,000

Charming single Gathering home featuring a paver driveway and mature landscaping at 768 Canberra Rd, Winter Haven, FL 33884
View Details 65 Photos
Enclosed lanai featuring a small pool, seating and umbrella for relaxing outdoors at 768 Canberra Rd, Winter Haven, FL 33884
Aerial view of home with mature trees, landscaping and near a golf course at 768 Canberra Rd, Winter Haven, FL 33884
Cypresswood Golf & Country Club entrance with lush landscaping and well-maintained signage at 768 Canberra Rd, Winter Haven, FL 33884
On Market For 23 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1888

  • Year Built

    1986

  • $/SqFt

    $180

Come experience the lifestyle of Cypresswood and discover everything Central Florida has to offer! THE STONES REAL ESTATE FIRM.

Cypress Wood Tennis Villas For Sale $345,000

Reduced By $4,000

Charming single-story home with a red door, landscaped yard, and brick driveway at 3226 Oak Tree Ln, Winter Haven, FL 33884
View Details 73 Photos
Charming single-story home with a red door, landscaped yard, and brick driveway at 3226 Oak Tree Ln, Winter Haven, FL 33884
Aerial view of the home's roof, backyard, and neighboring properties at 3226 Oak Tree Ln, Winter Haven, FL 33884
An aerial view of the home showcasing its landscaped front yard and brick driveway at 3226 Oak Tree Ln, Winter Haven, FL 33884
On Market For 73 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2086

  • Year Built

    2006

  • $/SqFt

    $165

You will not want to miss out on this one so schedule your private tour today!!! ! CHARLES RUTENBERG REALTY ORLANDO.

Cypress Wood Tennis Villas For Sale $799,000

Gray house with a metal roof, landscaping, and a walkway to the front door at 4040 Palma Ceia Cir, Winter Haven, FL 33884
View Details 58 Photos
Gray house with a metal roof, landscaping, and a paved driveway at 4040 Palma Ceia Cir, Winter Haven, FL 33884
Gray house with a metal roof, landscaping, and a paved driveway at 4040 Palma Ceia Cir, Winter Haven, FL 33884
Gray house with a metal roof and nicely landscaped yard at 4040 Palma Ceia Cir, Winter Haven, FL 33884
On Market For 101 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2493

  • Year Built

    2005

  • $/SqFt

    $320

Come experience the best of Florida living that is waiting for you! PREMIER SOTHEBY'S INTL. REALTY.

Cypress Wood Tennis Villas For Sale $225,000

Reduced By $20,000

Aerial view of a community of villas with green space at 2256 Firestone Pl, Winter Haven, FL 33884
View Details 34 Photos
Charming single-story home with a well-manicured lawn, carport, and inviting landscaping at 2256 Firestone Pl, Winter Haven, FL 33884
A common carport provides sheltered parking spaces in front of these charming single story homes at 2256 Firestone Pl, Winter Haven, FL 33884
Aerial view showcasing villas and lush green landscaping at 2256 Firestone Pl, Winter Haven, FL 33884
On Market For 123 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1422

  • Year Built

    1986

  • $/SqFt

    $158

Great opportunity here at an attractive price. LIVE FLORIDA REALTY.

Cypress Wood Tennis Villas For Sale $309,000

Reduced By $40,000

The home's front exterior, featuring a two-car garage and well-maintained lawn at 645 Augusta Rd, Winter Haven, FL 33884
View Details 20 Photos
Inviting entryway with a paved walkway leading to the front door, surrounded by lush landscaping at 645 Augusta Rd, Winter Haven, FL 33884
View through the front door, showing a brick walkway leading to the backyard at 645 Augusta Rd, Winter Haven, FL 33884
Living room featuring a display cabinet, stained-glass windows, and a violin at 645 Augusta Rd, Winter Haven, FL 33884
On Market For 125 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2140

  • Year Built

    1993

  • $/SqFt

    $144

This is a true gem on Cypresswood’s stunning fairway—don’t miss out! CENTURY 21 WATSON & MYERS REALTY.

Cypress Wood Tennis Villas For Sale $234,900

Condo exterior with red fence and landscaping at 1039 Medinah Dr, Winter Haven, FL 33884
View Details 44 Photos
Condo exterior with red fence and landscaping at 1039 Medinah Dr, Winter Haven, FL 33884
Condo exterior with red fence and landscaping at 1039 Medinah Dr, Winter Haven, FL 33884
Address marker for unit 1039 at 1039 Medinah Dr, Winter Haven, FL 33884
On Market For 125 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1278

  • Year Built

    1980

  • $/SqFt

    $184

The home has all new flooring, paint, and granite counter tops. Make your appointment TODAY! ! JOHN WEBB INC.

Cypress Wood Tennis Villas For Sale $251,000

Reduced By $17,900

Single-story home with attached garage and manicured lawn at 466 Muirfield Ct, Winter Haven, FL 33884
View Details 38 Photos
Charming single story home with a welcoming front porch at 466 Muirfield Ct, Winter Haven, FL 33884
Single story home with attached garage and lush landscaping at 466 Muirfield Ct, Winter Haven, FL 33884
Spacious living room featuring hardwood floors and comfortable seating at 466 Muirfield Ct, Winter Haven, FL 33884
On Market For 127 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1232

  • Year Built

    1984

  • $/SqFt

    $204

This ideal location is conveniently close to shopping, restaurants, and Legoland, making it the perfect choice for those seeking both luxury and convenience. CENTURY 21 AT YOUR SERVICE.

Cypress Wood Tennis Villas For Sale $325,000

Reduced By $5,000

Single story home with large driveway and lush landscaping at 571 Saint Andrews Rd, Winter Haven, FL 33884
View Details 54 Photos
Bright kitchen with granite countertops and stainless steel appliances at 571 Saint Andrews Rd, Winter Haven, FL 33884
Updated kitchen featuring wood cabinets and granite island at 571 Saint Andrews Rd, Winter Haven, FL 33884
Spacious living room with tiled floors and comfortable seating at 571 Saint Andrews Rd, Winter Haven, FL 33884
On Market For 150 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1872

  • Year Built

    1984

  • $/SqFt

    $174

Recent updates include a new AC system (2023), hot water heater, and bathroom renovations. Don’t miss this gem! COLDWELL BANKER RESIDENTIAL RE.

Cypress Wood Tennis Villas For Sale $350,000

Charming single-story home with a well-manicured lawn at 708 Canberra Rd, Winter Haven, FL 33884
View Details 43 Photos
Single-story home with landscaped yard and attached garage at 708 Canberra Rd, Winter Haven, FL 33884
Spacious living room with red sectional sofa and hardwood floors at 708 Canberra Rd, Winter Haven, FL 33884
Bright living room featuring a red sectional sofa and hardwood floors at 708 Canberra Rd, Winter Haven, FL 33884
On Market For 150 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2004

  • Year Built

    1997

  • $/SqFt

    $175

Don't miss out on this opportunity—schedule your private tour today! KELLER WILLIAMS REALTY SMART 1.

Cypress Wood Tennis Villas For Sale $244,000

Reduced By $5,000

Two-unit building with red fences and a metal roof at 1077 Medinah Way, Winter Haven, FL 33884
View Details 46 Photos
Condo with red fence and walkway, near green space at 1077 Medinah Way, Winter Haven, FL 33884
Condo with red fence and walkway, large oak tree nearby at 1077 Medinah Way, Winter Haven, FL 33884
Tan condo with a walkway and landscaping at 1077 Medinah Way, Winter Haven, FL 33884
On Market For 199 Days

  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1563

  • Year Built

    1980

  • $/SqFt

    $156

Don'T Delay In Making Your Appoinment To See This Home WESTLAKE REAL ESTATE CO., INC..

Cypress Wood Tennis Villas For Sale $364,900

Single-story house with attached garage and palm trees at 706 Canberra Rd, Winter Haven, FL 33884
View Details 59 Photos
Single-story house with attached garage and palm trees at 706 Canberra Rd, Winter Haven, FL 33884
Single-story house with attached garage and palm trees at 706 Canberra Rd, Winter Haven, FL 33884
Single-story house with attached garage and palm trees at 706 Canberra Rd, Winter Haven, FL 33884
On Market For 207 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2114

  • Year Built

    1994

  • $/SqFt

    $173

Whether you are looking for a relaxing serene retreat or a place to entertain, this home combines luxury with a vibrant community atmosphere. CENTURY 21 WATSON & MYERS REALTY.

Cypress Wood Tennis Villas For Sale $339,900

Reduced By $25,100

Single-story home with a well-manicured lawn and attached garage at 680 Augusta Rd, Winter Haven, FL 33884
View Details 43 Photos
Tan single story house with brown roof and landscaping at 680 Augusta Rd, Winter Haven, FL 33884
Landscaped side yard with lush greenery and a stone border at 680 Augusta Rd, Winter Haven, FL 33884
Small, grassy backyard with hedges and a paved pathway at 680 Augusta Rd, Winter Haven, FL 33884
On Market For 241 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1932

  • Year Built

    1986

  • $/SqFt

    $176

Upgrades include remodeled kitchen and appliances, remodeled bathroom, wood shutters and remote blinds, ceramic tile roof, Generac whole house generator, natural gas and more. TOWN & COUNTRY REAL ESTATE.

Cypress Wood Tennis Villas Pended $350,000

Ranch style home with attached two car garage and well manicured lawn at 300 Greenfield Rd, Winter Haven, FL 33884
View Details 39 Photos
House nestled in a residential neighborhood, close to other homes and a golf course at 300 Greenfield Rd, Winter Haven, FL 33884
The foyer features tile flooring, double doors, and a coat rack at 300 Greenfield Rd, Winter Haven, FL 33884
A carpeted staircase leads upstairs with hardwood flooring on the bottom at 300 Greenfield Rd, Winter Haven, FL 33884
On Market For 104 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2350

  • Year Built

    1975

  • $/SqFt

    $149

Call today for a private tour. HOMAN REALTY GROUP INC.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-901-3073 and speak with one of our real estate consultants.

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EasyStreet

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