Pending Listings in Cypress Gardens, FL

16 homes

Sort:

Recommended

PENDING

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
DON'T MISS YOUR OPPORTUNITY TO OWN THIS WELL-MAINTAINED 3 BEDROOM, 2 BATH HOME CENTRALLY LOCATED IN WINTER HAVEN, FL!!! The new owner can be WORRY FREE knowing that a NEW ROOF was installed in 2023 and a NEW HVAC system installed in 2021. The VAULTED CEILINGS in the great room and the master suite give a very open, spacious feel! The kitchen is very light and bright featuring CANNED LIGHTING, NEWER STAINLESS APPLIANCES (Frigidaire Gallery Refrigerator/Freezer-2024) and a BOSCHE DISHWASHER. The master en-suite bathroom is oversized and has dual sinks, walk-in shower, soaking tub, walk-in closet, and NEWER American Standard Toilet. The second and third bedrooms both have NEW CARPET and a N

$262,500

3 beds2 baths1,424 sq ft

155 Lameraux Rd, Winter Haven, FL 33884

Bosch dishwasher • Vaulted ceilings • New roof

PENDING

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
Under contract-accepting backup offers. Relaxed living in the SE Winter Haven community of Osprey Pointe with wonderful amenities including a lakeside pool, clubhouse, and dock with boat slips on Lake Ned! Welcome to 3804 Osprey Point Circle, a well-maintained 3 bedroom, 2 bath home featuring spacious living and dining rooms, and a bright and airy kitchen with an abundance of cabinets and counter space, breakfast bar, and dinette. The split floor plan design offers privacy in the large owner's retreat with an ensuite bath and walk-in closet. Inside laundry room with storage cabinets. Enjoy your screened lanai in your backyard with NO REAR NEIGHBORS. Notable upgrades providing peace of

$279,900

3 beds2 baths1,622 sq ft

3804 Osprey Pointe Cir, Winter Haven, FL 33884

Clubhouse • Screened lanai • Lakeside pool

PENDING

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
Under contract-accepting backup offers. Welcome to your own slice of lakefront paradise on the serene shores of Ned Lake in Winter Haven, Florida. From the moment you step inside, you’re greeted by sweeping water views that set the tone for a relaxed yet refined lifestyle. Designed for both comfort and entertaining, this spacious home offers open living areas that flow seamlessly toward the sparkling pool and outdoor deck overlooking the lake. Enjoy morning coffee as the sun rises or gather with friends for sunset views that never get old. The kitchen features ample counter space, stainless steel appliances, and a functional layout ideal for daily living or hosting. Vaulted ceilings a

$515,000

4 beds3 baths3,058 sq ft

952 N Heron Cir, Winter Haven, FL 33884

Private boat dock • Screened room • Lakefront paradise

PENDING

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 234 Coleman Dr. E. in Winter Haven. This beautifully updated 3-bedroom, 2-bath home is nestled on a spacious corner lot across from Lake Daisy, offering scenic views and convenient boat-ramp access just steps away. Enjoy a landscaped yard with mature shade trees and a charming front porch-the perfect spot to relax and enjoy the breeze. Inside, you'll find a newly renovated home that's been lovingly maintained and waiting for its next owner to cherish it as much as the current ones have. This gem features beautiful luxury vinyl plank flooring, new ceiling fans throughout, stunning granite count

$314,900

3 beds2 baths1,500 sq ft

234 Coleman Dr E, Winter Haven, FL 33884

Charming front porch • Boat-ramp access • Landscaped yard

PENDING

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
Short Sale. Investor Special. Requires a fair amount of TLC / Clean Up / Updating etc.

$289,900

4 beds3 baths2,888 sq ft

1920 Eloise Cove Dr, Winter Haven, FL 33884

0.26 acre lot • 3 garage spots • Pool

Property at 1579 Vienna Square Dr, Winter Haven, FL 33884, 2 beds, 2 baths

$228,900

2 beds2 baths1,391 sq ft

1579 Vienna Square Dr, Winter Haven, FL 33884

Property at 506 Orange Blossom Dr, Winter Haven, FL 33880, 3 beds, 2.5 baths

$259,900

3 beds2.5 baths1,407 sq ft

506 Orange Blossom Dr, Winter Haven, FL 33880

Property at 134 Saint Kitts Cir, Winter Haven, FL 33884, 3 beds, 2 baths

$259,000

3 beds2 baths1,596 sq ft

134 Saint Kitts Cir, Winter Haven, FL 33884

Property at 409 Lake Ned Rd, Winter Haven, FL 33884, 4 beds, 3 baths

$269,000

4 beds3 baths2,210 sq ft

409 Lake Ned Rd, Winter Haven, FL 33884

Property at 1815 6th St SE, Winter Haven, FL 33880, 3 beds, 2 baths

$259,900

3 beds2 baths1,292 sq ft

1815 6th St SE, Winter Haven, FL 33880

Property at 3912 Cypress Lndg N, Winter Haven, FL 33884, 2 beds, 2 baths

$219,000

2 beds2 baths1,278 sq ft

3912 Cypress Lndg N, Winter Haven, FL 33884

Property at 1418 DA Vinci Way, Winter Haven, FL 33884, 4 beds, 3 baths

$370,000

4 beds3 baths2,251 sq ft

1418 DA Vinci Way, Winter Haven, FL 33884

Property at 803 Orchid Springs Dr, Winter Haven, FL 33884, 1 bed, 1 bath

$115,000

1 bed1 bath621 sq ft

803 Orchid Springs Dr, Winter Haven, FL 33884

Property at 212 Overlook Dr, Winter Haven, FL 33884, 3 beds, 2 baths

$265,000

3 beds2 baths1,731 sq ft

212 Overlook Dr, Winter Haven, FL 33884

Property at 107 Alachua Dr, Winter Haven, FL 33884, 3 beds, 2 baths

$290,000

3 beds2 baths1,580 sq ft

107 Alachua Dr, Winter Haven, FL 33884

Property at 1644 Linz Ct, Winter Haven, FL 33884, 2 beds, 2 baths

$249,900

2 beds2 baths1,329 sq ft

1644 Linz Ct, Winter Haven, FL 33884

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

PENDING

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
Under contract-accepting backup offers. Welcome to 106 Morning Glory Circle! Well-maintained 2BR/2BA single-family home built in 2000, offering approx. 1,395 sq. ft. of living space on a 7,492 sq. ft. lot. Located in a desirable Winter Haven neighborhood near shopping, dining, medical facilities, and the Chain of Lakes. Bright, open-concept floor plan designed for comfortable Florida living. Open living and dining areas with abundant natural light. Neutral color palette throughout. Tile flooring in main living areas with carpet in bedrooms. Spacious kitchen with breakfast bar, ample cabinetry, and generous counter space. Split-bedroom layout provides privacy. Primary suite features dual-sin

$250,000

2 beds2 baths1,395 sq ft

106 Morning Glory Cir, Winter Haven, FL 33884

Split bedroom layout • Tile flooring • Breakfast bar

PENDING

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
Under contract-accepting backup offers. Situated on a spacious 69x105 lot, This 2 bedroom 1-bath Home boasts new roof January 2025, new HVAC system March 2025, and an all-new screened-in L-shaped lanai, that expands your functional living space and adds serious curb appeal. Inside, enjoy ceramic tile flooring throughout, a cozy living room that flows into the kitchen and eat-in area. The ample-sized bedrooms share a tub/shower combo bathroom with a linen closet. Storage won’t be an issue thanks to two additional hallway closets and a utility closet with washer/dryer hookup. The L-shaped screened lanai offers dual access, with a 19x10 lower level off the kitchen and a 5x13 upper

$180,000

2 beds1 bath708 sq ft

577 6th St SE, Winter Haven, FL 33880

Linen closet • New roof • New hvac system

PENDING

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
Under contract-accepting backup offers. LOW HOA and NO CDD!! Welcome Home to this meticulously maintained abode that is located in the sought-after and beautifully manicured Lake Community of Lake Dexter Wood in Winter Haven. This home offers an open floor plan with a split 3 bedroom 2 bathroom with a 1 car garage and over 1300 square feet of living space. The master suite offers a beautiful massive walk in shower, vanity with stone countertops and accented wall with custom cabinetry and shelving. Enjoy that morning coffee or that evening BBQ out back in your spacious enclosed lanai. One stop shop for all the communities amenities you can desire; nearby by pool, playground, private boat do

$245,900

3 beds2 baths1,338 sq ft

656 Lake Dexter Cir, Winter Haven, FL 33884

Private boat dock • Newer roof • 3,999 sq ft lot

PENDING3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
Under contract-accepting backup offers. Welcome to a classic Winter Haven residence designed for families who value space, comfort, and the ease of Central Florida living. This 4-bedroom, 2-bath home sits in a quiet neighborhood near local parks, community centers, and well-established schools—an ideal setting for those searching for safe neighborhoods in Winter Haven and a place to grow. Inside, the home features timeless terrazzo flooring, large windows that fill the rooms with natural light, and a spacious living area centered around a brick fireplace, perfect for everyday gatherings. The galley-style kitchen offers generous cabinetry, double ovens, and a cooktop layout ready for m

$329,900

4 beds2 baths1,938 sq ft

807 Avenue L SE, Winter Haven, FL 33880

Large windows • Generous cabinetry • Brick fireplace

PENDING

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This Fully Renovated Gem is ready to go! Cash towards Closing Incentive available! This beautifully renovated 3-bedroom, 2 bathroom home in Winter Haven, Florida, offers modern living in a serene neighborhood near shopping and seasonal markets. The open-concept layout features a spacious living area, a new kitchen with brand-new stainless steel appliances, and stylish finishes throughout. Each bedroom is generously sized, with the master suite boasting a luxurious walk in Closet. The home also includes a cozy backyard, perfect for relaxation and large shed. Located in a quiet neighborhood, this home c

$274,900

3 beds2 baths1,624 sq ft

450 Avenue B NE, Winter Haven, FL 33881

Fully renovated • New kitchen • Cozy backyard

PENDING

ABOUT THIS HOME
Pending Listing in Cypress Gardens, FL:
BRAND NEW ROOF, architectural character, and unbeatable location. Mid-Century Ranch in an Established Neighborhood – A True Vintage Gem! Step into timeless style and effortless comfort with this mid-century ranch home, ideally situated just off Cypress Gardens Blvd. and near all your favorite shopping and dining spots. Featuring two spacious primary bedrooms, each with its own ensuite bathroom. You'll fall in love with the parquet wood floors that flow throughout and are just waiting to be refinished to their original beauty. The original vintage tile in the bathrooms has been lovingly maintained and is in pristine condition. The kitchen has solid wood cabinetry and a huge window over

$220,000

2 beds2 baths1,832 sq ft

961 Piedmont Dr SE, Winter Haven, FL 33880

Solid wood cabinetry • Huge window • Parquet wood floors

Property at 2020 Kapree Ct, Winter Haven, FL 33884, 3 beds, 2 baths

$340,000

3 beds2 baths1,951 sq ft

2020 Kapree Ct, Winter Haven, FL 33884

Property at 5029 River Lake Rd, Winter Haven, FL 33884, 3 beds, 2 baths

$389,900

3 beds2 baths1,721 sq ft

5029 River Lake Rd, Winter Haven, FL 33884

Property at 363 Squires Grove Dr, Winter Haven, FL 33880, 4 beds, 2 baths

$239,900

4 beds2 baths2,242 sq ft

363 Squires Grove Dr, Winter Haven, FL 33880

Property at 1688 Hummingbird Rd, Winter Haven, FL 33884, 4 beds, 2 baths

$302,990

4 beds2 baths1,720 sq ft

1688 Hummingbird Rd, Winter Haven, FL 33884

Property at 3112 ST Charles Pl, Winter Haven, FL 33884, 4 beds, 2 baths

$325,000

4 beds2 baths1,829 sq ft

3112 ST Charles Pl, Winter Haven, FL 33884

Property at 11 Bridgewater Dr, Winter Haven, FL 33884, 4 beds, 4 baths

$399,900

4 beds4 baths3,796 sq ft

11 Bridgewater Dr, Winter Haven, FL 33884

Property at 1447 Kingfish Ln, Winter Haven, FL 33884, 2 beds, 2 baths

$239,000

2 beds2 baths1,596 sq ft

1447 Kingfish Ln, Winter Haven, FL 33884

Property at 620 Crystals Blvd, Winter Haven, FL 33884, 2 beds, 2 baths

$239,900

2 beds2 baths1,606 sq ft

620 Crystals Blvd, Winter Haven, FL 33884

Property at 685 Avenue N SE, Winter Haven, FL 33880, 4 beds, 3 baths

$297,000

4 beds3 baths2,212 sq ft

685 Avenue N SE, Winter Haven, FL 33880

Property at 2796 Whispering Trails Dr, Winter Haven, FL 33884, 3 beds, 2 baths

$215,500

3 beds2 baths1,158 sq ft

2796 Whispering Trails Dr, Winter Haven, FL 33884

Property at 505 Avenue G SE, Winter Haven, FL 33880, 3 beds, 3 baths

$189,000

3 beds3 baths1,786 sq ft

505 Avenue G SE, Winter Haven, FL 33880

Property at 1696 Hummingbird Rd, Winter Haven, FL 33884, 4 beds, 2 baths

$293,990

4 beds2 baths1,720 sq ft

1696 Hummingbird Rd, Winter Haven, FL 33884

Property at 6411 Oak Grove Dr SE, Winter Haven, FL 33884, 3 beds, 2 baths

$169,900

3 beds2 baths1,456 sq ft

6411 Oak Grove Dr SE, Winter Haven, FL 33884

Property at 1051 Macon Rd, Winter Haven, FL 33884

$50,000

— beds— baths— sq ft

1051 Macon Rd, Winter Haven, FL 33884

Based on information submitted to the MLS GRID as of Thu Nov 27 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Pending Listings in Cypress Gardens

There are currently 16 pending listings for sale in Cypress Gardens at a median listing price of $292K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Cypress Gardens stay on the market for 114 days and receive 1 offers. Popular neighborhoods include Rock Springs Ridge, Garden Grove, Orchid Springs, Vienna Square, and Downtown Winter Haven. This map is refreshed with the newest listings in Cypress Gardens every 15 minutes.

In the past month, 9 homes have been sold in Cypress Gardens. In addition to houses in Cypress Gardens, there were also 17 condos, 1 townhouse, and 1 multi-family unit for sale in Cypress Gardens last month. Find your dream home in Cypress Gardens using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Cypress Gardens are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Cypress Gardens. Our Cypress Gardens real estate stats and trends will give you more information about home buying and selling trends in Cypress Gardens. If you're looking to sell your home in the Cypress Gardens area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Cypress Gardens with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Cypress Gardens, FL

Nearby Cities

Zip Codes

Neighborhoods

Nearby Cities with Pending Listings

Nearby Neighborhoods with Pending Listings

More to explore in Cypress Gardens, FL

How to buy a house in Cypress Gardens, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.