Winter Haven Chain of Lakes

Homes for Sale on the Winter Haven Chain of Lakes – Waterfront homes in Winter Haven include properties located on over 50 lakes that either surround or are located within the City of Winter Haven and cover an estimated 5,200 acres. There are two chains of lakes…the Northern Chain which has 8 interconnected lakes and extends across three cities (Winter Haven, Lake Alfred and Lake Hamilton) while the Southern Chain which is almost entirely within the city of Winter Haven has 16 lakes all connected by a series of canals. The City of Winter Haven owns or manages approximately 2.4 miles of shoreline, most of which is available for public use.

Selling a home on the Winter Haven Chain of Lakes? We are Winter Haven’s Chain of Lakes property specialists. Contact us today to learn more about our waterfront marketing and sales services: Michael Stone 863.412.9733 – Deanna Stone 863.412.2080 – [email protected]

Price
Beds
Baths
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$349,000
3
BED
2
TOTAL BATHS
1,605
SQFT
4 S Lake Roy Lane Winter Haven, FL 33880
Single Family Home For Sale
- Active

Quietly hidden down a private drive you'll discover this adorable Chain of Lakes home in a postcard-like lakefront setting. This lovingly cared for and meticulously maintained home offers a desirable ranch layout with 3 bedrooms, 2 baths, great room

$747,000
3
BED
3
TOTAL BATHS
3,217
SQFT
7850 Thompson Nursery Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

Spectacular 2.5 acre lakefront home on the quiet shores of Lake Bess with access to Ruby Lake and no HOA. Private oak-lined drive leads to this amazing 3 bedroom, 3 bath lakefront property with an executive office and an impressive interior of hardwo

$620,000
5
BED
3
TOTAL BATHS
2,794
SQFT
4318 Duck Down Lane Winter Haven, FL 33884
Single Family Home For Sale
- Active

Lakefront home with acreage in SE Winter Haven's gated Mallard Pointe with access to not one, but two private lakes (Lake Bess and Lake Ruby) where you will find some of the best fishing and skiing waters Central Florida has to offer. Light boat traf

$1,080,000
5
BED
4
TOTAL BATHS
4,181
SQFT
53 Skidmore Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

First time on the market for this exceptional lakefront home on beautiful Lake Eloise, part of the famous Winter Haven Chain of Lakes. Located in gated Skidmore, this stylish residence features expansive room sizes, soaring ceilings and an abundance

$200,000
4.3
ACRES
POLK, FL
COUNTY
Avenue I SW Winter Haven, FL 33880
Land For Sale
- Active

4.43+/- acres of lake frontage on the Winter Haven Chain of Lakes. Peninsula parcel with frontage on Lake May and canal frontage to it's north and south. Access to 25 canal-connected lakes on the Winter Haven Chain where you can enjoy fishing, skiing

New Listing - 2 days online
$89,900
2
BED
2
TOTAL BATHS
1,030
SQFT
333 Lake Howard Drive NW #203B Winter Haven, FL 33880
Condo For Sale
- Active

ENJOY THE BEAUTIFULLY MAINTAINED GROUNDS AND FANTASTIC VIEWS OF LAKE HOWARD FROM THIS VERY CLEAN AND WELL MAINTAINED 2 BEDROOM, 2 BATH CONDO LOCATED IN THE 55+ COMMUNITY OF IMPERIAL HARBOURS. THIS UNIT INCLUDES A LIVING ROOM/DINING ROOM COMBO WITH BR

New Listing - 6 days online
$129,000
1
BED
1
TOTAL BATHS
544
SQFT
3236 Conine Drive W Winter Haven, FL 33881
Single Family Home For Sale
- Pending

Waterfront property on the Chain of Lakes for under 130k. You can't find waterfront on the chain of lakes for this price. .33 of an acre, fully fenced in yard with 75ft or water frontage. This block home is ready to be lived in or rented. The bath

New Listing - 2 weeks online
$299,999
3
BED
2
TOTAL BATHS
1,510
SQFT
1525 N Lake Howard Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

**CHAIN OF LAKES**Nestled in a well established neighborhood this beautiful 3 bedroom lakefront home sits on one of Winter Haven's most popular lakes. Upon entering the home you will find a bright, open living room featuring picturesque lake views. T

New Listing - 2 weeks online
$585,000
4
BED
4
TOTAL BATHS
2,682
SQFT
337 Hamilton Shores Drive NE Winter Haven, FL 33881
Single Family Home For Sale
- Active

RARE ONE ACRE (+/-) TRUE LAKEFRONT ON THE CHAIN OF LAKES WITH POOL AND DOCK IN HAMILTON POINTE!!! Home features a manicured lawn & lush landscaping overlooking beautiful Lake Hamilton!! The interior of the home boasts high ceilings, a split floor pl

New Listing - 2 weeks online
$749,000
4
BED
4
TOTAL BATHS
3,140
SQFT
2121 9th Street SE Winter Haven, FL 33880
Single Family Home For Sale
- Active

**Motivated Seller** Winter Haven Chain-of-Lakes lakefront home on Lake Lulu, the best lake on the chain for a stunning sunset. A waterlover's heaven where you will enjoy an endless array of fishing, water sports, lakeside restaurants, and topping of

New Listing - 2 weeks online
$90,000
0.99
ACRES
POLK, FL
COUNTY
Lake Shipp Drive N Winter Haven, FL 33880
Land For Sale
- Active

NEARL 1 ACRE ON THE CHAIN OF LAKES!! If you like waterfront living this is the property for you. This lot has access to Lake Shipp and the canal that connects to Lake May on the Winter Haven Chain of Lakes. Enjoy morning coffee looking over the lake

New Listing - 4 weeks online
$1,199,900
4
BED
4
TOTAL BATHS
2,700
SQFT
923 Avenue N SW Winter Haven, FL 33880
Single Family Home For Sale
- Active

One or more photo(s) has been virtually staged. Lakefront with pool. 6 buildings in 6.8 acres, over 9K sq ft total: Great for primary, primary with rental or convert to commercial. THE ONLY house in Lake May. Located at the heart of Winter Haven, a c

$284,700
3
BED
2
TOTAL BATHS
1,782
SQFT
754 Lake Jessie Drive Winter Haven, FL 33881
Single Family Home For Sale
- Pending

Chain of lakes living at its finest! This home was re-built in 2003 where the owner put on grey flag stone over concrete block as well as a 12x12 pitched metal roof. The home sits directly on lake Jessie which is connected to the Winter Haven chain o

$339,000
4
BED
3
TOTAL BATHS
3,068
SQFT
3631 Julius Estates Boulevard Winter Haven, FL 33881
Single Family Home For Sale
- Active

STUNNING CHAIN OF LAKES LAKEFRONT WITH OVER 3000 FT OF LIVING AREA.This beautifully decorated home is in pristine condition and offers many unique qualities including huge lakefront master suite with sweeping views of Lake Smart, recently added barn

$89,000
0.38
ACRES
POLK, FL
COUNTY
Hainesport Drive Lake Alfred, FL 33850
Land For Sale
- Active

This LAKEFRONT property is perfect to build YOUR DREAM HOME! It’s over 1/3 acre and has 130’ of LAKEFRONT FRONTAGE so you can relax with the views of LAKE HAINES every day! Lake Haines is part of the Lake Alfred Chain of Lakes so you can enjoy all

Price Change - 2 weeks ago
$363,000
4
BED
2
TOTAL BATHS
1,963
SQFT
3500 Crump Road Winter Haven, FL 33881
Single Family Home For Sale
- Active

A unique older quaint home on Lake Hamilton with huge well maintained lot. This location has only a few prime locations for those who love water view. An opportunity to own a well kept older home for a reasonable price on Lake Hamilton with much pote

$160,000
2
BED
3
TOTAL BATHS
2,045
SQFT
15 Casarena Court Winter Haven, FL 33881
Townhouse For Sale
- Pending

This double master bedroom town-home is nestled in a gorgeous waterfront community. This unique home sits on Lake Cannon including a dock and easy access to the Chain of Lakes. The open floor plan, including two large screened in porches, gives ample

$99,700
0.46
ACRES
POLK, FL
COUNTY
4220 Lake Marianna Drive Winter Haven, FL 33881
Land For Sale
- Active

Here is an opportunity to own nearly half an acre of direct lake frontage on Lake Marianna with over 100 feet of water front. This lot is located in a very well established quiet neighborhood where everyone has mature landscaping and each home is uni

$349,500
4
BED
3
TOTAL BATHS
2,806
SQFT
230 Lake Howard Drive SW Winter Haven, FL 33880
Single Family Home For Sale
- Active

MOTIVATED SELLER!!! NEW PRICE!!! CHAIN OF LAKES, DIRECT WATERFRONT - You don't want to miss this must see 4 bedroom 3 bathroom waterfront home! Nestled among the mature landscaping, this hidden gem has a courtyard and large backyard with a private

$595,000
2
BED
1
TOTAL BATHS
1,479
SQFT
2400 21st Street NW Winter Haven, FL 33881
Single Family Home For Sale
- Pending

Winter Haven Chain of Lakes. 5.94 M/L Acres with 550 Ft Frontage on Lake Hartridge and 470 Ft on the Canal connecting Lake Idylwild and Lake Hartridge. Their is an Older Wood Frame Home and a Large Storage Barn on the property, both are in need of Re

$349,900
3
BED
2
TOTAL BATHS
1,782
SQFT
6707 Winterset Gardens Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Priced reduced to move quickly! A 3 bedroom 2 bath home right on the Chain of Lakes on Little Lake Winterset. A nice home right on the water at a great price. Can't ask for much more than that. Call and schedule your showing today!

$900,000
3
BED
5
TOTAL BATHS
3,636
SQFT
2411 Cypress Gardens Boulevard Winter Haven, FL 33884
Single Family Home For Sale
- Active

One of the most unique homes on all of the chain of lakes. This home boasts over 4 thousand square feet on the most sought after lake on the chain. This is a 3 bedroom 3 bathroom and 2 1/2 baths on Lake Summit. Seller has spared no expense on the com

$180,000
0.57
ACRES
POLK, FL
COUNTY
2097 Lakeridge Drive Winter Haven, FL 33881
Land For Sale
- Active

Lakefront lot available in Lakeridge Estates. Situated on .57 acre lot with 114ft frontage on Lake Hartridge, Winter Haven's Chain of Lakes.

$349,900
3
BED
3
TOTAL BATHS
3,521
SQFT
409 Lake Howard Drive NW Winter Haven, FL 33880
Single Family Home For Sale
- Active

BACK ON THE MARKET!! BUYERS FINANCING FELL THROUGH. LOOKING FOR A HOME ON THE CHAIN OF LAKES!! This home features 3 bedrooms/3 baths, 3521 sq ft living, woodburning fireplace. Formal living, dining & family rooms. Large 19x30 bonus room that woul

Price Change - 4 weeks ago
$899,900
4
BED
5
TOTAL BATHS
6,097
SQFT
1300 Mirror Terrace W Winter Haven, FL 33881
Single Family Home For Sale
- Active

JUST REDUCED!!!! YOU'LL WANT TO VIEW THIS CHAIN OF LAKES MASTERPIECE, COMPLETELY REMODELED IN 2009!!! This sprawling 4BR/3.5BA custom constructed Frank Lloyd Wright inspired pool residence is exceptional in every way!! Stretching across 6,097 SqFt of

$649,000
5
BED
5
TOTAL BATHS
5,567
SQFT
1 Cypress Cove Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

Excellent "Chain of Lakes" location on the south side of beautiful Lake Eloise, across the lake from Legoland. Home was completely and remodeled around 2004 and County records indicate the detached garage/storage building was built in 2006. Conveni

$335,000
2
BED
2
TOTAL BATHS
1,560
SQFT
1531 S Lake Shipp Drive Winter Haven, FL 33880
Single Family Home For Sale
- Active

This 2 bedroom, 2 bathroom home is located on Lake Shipp, Winter Haven, Florida. The home features 1,560 sq.f.t of living area. Home has a den that could be used as third bedroom, formal living area, formal dining area, recently renovated kitchen wit

$499,700
4
BED
4
TOTAL BATHS
2,585
SQFT
3430 Lakeview Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

Don't miss out on this one!! This is a renovated, large, single story home, on a dead end street and directly on the desirable Lake Winterset which is the cleanest lake on the Winter Haven Chain. The home has a newer metal roof, an upgraded kitchen a

$749,900
4
BED
5
TOTAL BATHS
5,206
SQFT
2301 E Lake Hartridge Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

CHAIN OF LAKES MASTERPIECE!!! FRENCH COUNTRY HOME - LAKEFRONT ESTATE ON 2.9 ACRES -A SECLUDED PRIVATE RETREAT WITH EVERY COMFORT AND GORGEOUS, DRAMATIC SUNSETS!!! Truly a once-in-a-lifetime opportunity!!! This 4 bedroom estate is perfect for enterta

$875,000
3
BED
4
TOTAL BATHS
4,070
SQFT
1909 Manor Circle SE Winter Haven, FL 33880
Single Family Home For Sale
- Active

Contemporary Chain of Lakes Home with panoramic views on Lake Lulu. Totally renovated in 2017 to include modern, state of the art upgraded features and smart utilities. A trendy, minimal design, the open plan offers 4070sf, A/C. Grey tile flooring, r

$277,900
3
BED
3
TOTAL BATHS
1,652
SQFT
2429 E Lake Hartridge Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

CHAIN OF LAKES LAKEFRONT HOME! This charming home on Lake Hartridge is ready for its newest owners! With 3 bedrooms and 2.5 baths, the home is bright and open. The 4-door sliding doors, plus 2-door sliders, in the extra large living/dining room area

$1,050,000
5
BED
4
TOTAL BATHS
5,236
SQFT
13 Skidmore Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

PARADISE FOUND! This custom built 5BR, 4BA home boasts 5200+ square feet of luxury living! This one owner home is situated on a lush 1.21 acres parcel in the gated community of SKIDMORE - a sought after neighborhood of executive residences. Enjoy

$1,550,000
4
BED
6
TOTAL BATHS
4,667
SQFT
1970 N Lake Eloise Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

This beautiful Chain of Lakes lakefront estate is located on approximately 3.27 acres of breathtaking real estate. The private drive lined with mature magnolia trees takes you down a path to a home with many features, including stained glass entry do

$379,000
3
BED
2
TOTAL BATHS
2,100
SQFT
1016 W Lake Cannon Drive NW Winter Haven, FL 33881
Single Family Home For Sale
- Pending

Enjoy this 3/2 pool home located on Lake Cannon of the Winter Haven Chain of Lakes consisting of 26 interconnected lakes (included on the North and South chain). Endless opportunity exists including world class waterskiing, boating, fishing (with man

Price Change - 3 weeks ago
$610,000
3
BED
4
TOTAL BATHS
2,684
SQFT
141 Lake Roy Dr Winter Haven, FL 33884
Single Family Home For Sale
- Active

Back on market. Major updates to yard and interior. New photos coming soon. Spectacular lake front home on Winter Haven's beautiful chain of lakes. This lovely home was previously owned by local water skiing legend Ricky McCormick. As you enter the

Price Change - 4 weeks ago
$544,900
5
BED
4
TOTAL BATHS
4,483
SQFT
1441 S Lake Roy Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

Welcome home to your impressive Chain of Lakes pool home with a half acre lot! There's no shortage of fun to be had in this home from the game room with a wet bar to the heated pool and spa to the 110' frontage on Lake Roy. This home, with more than

$669,500
4
BED
4
TOTAL BATHS
3,896
SQFT
6743 Winterset Gardens Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Come and take a look at this spectacular Lakefront home located on the spring fed little Lake Winterset which is the last lake on the Winter Haven chain of lakes. You will be greeted with a circular paved driveway with beautifully manicured grounds.

Price Change - 6 hours ago
$414,900
3
BED
2
TOTAL BATHS
2,868
SQFT
2850 Crump Road Winter Haven, FL 33881
Single Family Home For Sale
- Active

LOOK!!! PRICE JUST REDUCED!!! BEAUTIFUL LAKE HAMILTON ON THE CHAIN OF LAKES, TRUE LAKEFRONT!!! Full of charm and endless possibilities, this 3 bedroom, two bath home with nearly 3,000 square feet of living area is obviously desirable from the moment

Price Change - 2 weeks ago
$125,000
2
BED
2
TOTAL BATHS
1,180
SQFT
2001 Garden Lake Drive #2001 Winter Haven, FL 33884
Condo For Sale
- Active

Enjoy water views from this well maintained end unit first floor condo located in gated and secure Winterset, a condominium neighborhood located on the shores of Lake Winterset in Southeast Winter Haven just a short distance from LEGOLAND. Community

$1,650,000
5
BED
5
TOTAL BATHS
5,959
SQFT
2000 N Lake Eloise Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

CENTRAL FLORIDA - EXCEPTIONAL QUALITY THROUGHOUT THIS 4.25 ACRE LAKEFRONT ESTATE WITH 200 FEET OF SHORELINE ON BEAUTIFUL "CHAIN OF LAKES" LAKE ELOISE LOCATED IN WINTER HAVEN, FL. This estate w/ dock & boat space provides "Lake Life" at its best! Take

$675,000
0.96
ACRES
POLK, FL
COUNTY
Eagle Trace Winter Haven, FL 33884
Land For Sale
- Active

Beautiful lot on gorgeous Lake Eloise. Exclusive subdivision. 3500 SF living area minimum for one story and 3800 SF living area minimum for a two story. Minutes from the Winter Haven Hospital so it is perfect for a new doctor with a growing family

$495,000
4
BED
4
TOTAL BATHS
3,957
SQFT
1920 N Lake Howard Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

This gracious home features spectacular views and impressive living areas inside and out offering; 4 Bedrooms 3 ½ bathrooms with 3,957 SF of heated living space. Spacious entry foyer leading into the home with hardwood floors. The formal living room

$499,700
4
BED
3
TOTAL BATHS
3,376
SQFT
6779 Winterset Gardens Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

This beautiful pool home is located in a very quiet neighborhood on arguably the best and cleanest lake on the Winter Haven chain of lakes, Lake Winterset. This home has a lot of natural light and an open concept living / kitchen. The kitchen has vie

$995,000
5
BED
5
TOTAL BATHS
6,384
SQFT
2301 Cypress Gardens Boulevard Winter Haven, FL 33884
Single Family Home For Sale
- Active

OWNER SAYS MAKE OFFER!! Beautiful Mediterranean Estate on the Winter Haven Chain of Lakes. Enter property through wrought iron gates and into home through wrought iron front door! Immediately welcomed in large foyer with breathtaking view of Lake

Price Change - 3 weeks ago
$624,000
5
BED
6
TOTAL BATHS
5,178
SQFT
1125 Avenue Z SE Winter Haven, FL 33884
Single Family Home For Sale
- Active

Tour this incredible Chain of Lakes property! 7 bedrooms, 3 full & 1 half baths home. A beautiful Oak-lined driveway leads to a 2 story home, on 1 acre on Lake Roy w/ private dock, covered boat dock and screened in pool. Plenty of parking w/ a detac

$1,099,000
3
BED
5
TOTAL BATHS
5,200
SQFT
2002 Helena Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

MAGNIFICENT Custom-built Lakefront Home located on Lake Eloise, one of many lakes connected to the famous Winter Haven Chain-of-Lakes. The home has many outside features to highlight, including the large screened in pool, 2 separate boat docks, outdo

$124,000
0.93
ACRES
POLK, FL
COUNTY
590 S Ramona Avenue Lake Alfred, FL 33850
Land For Sale
- Active

Don't miss this chance to own a nearly 1 acre lot located in a quite neighborhood in the historical town of Lake Alfred that is not HOA restricted. Lake Alfred was established soon after the South Florida Railroad reached the area in 1883, it had a n

$1,200,000
8.2
ACRES
POLK, FL
COUNTY
Us Hwy 27 Lake Hamilton, FL 33851
Land For Sale
- Active

Excellent Retail Sites Available. OWNER WILL DIVIDE: 8.2 Acres available on Highway 27 with both highway frontage and Lake Hamilton frontage. Owner will convey all or part of this exciting retail opportunity. Up to 4 lots available with each lot meas

$999,999
8
BED
5
TOTAL BATHS
9,990
SQFT
116 Wyndham Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

**HUGE PRICE REDUCTION** ON THIS EXCEPTIONAL CUSTOM-BUILT LAKEFRONT HOME IN THE GATED AND GUARDED COMMUNITY OF WYNDHAM! Located on Lake Winterset which is one of Winter Haven's famous "Chain of Lakes." This grand 2 story brick home is built w/ 9"thic

Price Change - 2 weeks ago
$870,000
5
BED
6
TOTAL BATHS
6,330
SQFT
1350 Mirror Terrace NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

Distinctive Chain of Lakes Estate. Home is situated on a peninsular lot with 700ft of lake frontage on Lake Mirror and Spring Lake. Offers; Grand entrance, formal & family rooms, bonus room plus 5 bedrooms and 4 full and 2 half bathrooms. Elegant c

$1,250,000
6
BED
6
TOTAL BATHS
5,400
SQFT
3826 Gaines Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

PRICE REDUCED-LAKEFRONT HOME! Now being offered below appraised value! The property you are inquiring about is located in Winter Haven, FL in the Gaines Cove area of Polk County. Updated Price. On the shores of Lake Eloise you will find this estate

$139,000
1.45
ACRES
POLK, FL
COUNTY
S Ramona Avenue S Lake Alfred, FL 33850
Land For Sale
- Pending

1.42 acres fronting Lake Haines on chain of 4 lakes connected to the Winter Haven Chain of Lakes. Property slopes beautifully to the east from Ramona Ave to Lake Haines. Ready for your lakefront dream home.

$749,000
1.25
ACRES
POLK, FL
COUNTY
Wyndham Dr Winter Haven, FL 33884
Land For Sale
- Active

This is the only lakefront lot left in Wyndham. It has over 180 ft of lake frontage. Located inside of one of Winter Haven's Premier gated neigborhoods and close to any shopping or restaurants. Only 5 minutes to Legoland or 27. Come see this beautifu

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