Winter Haven Chain of Lakes Real Estate

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] – SoldByStones.com

Click on the following links to search homes for sale on each individual lake:

New Listing - a week online
$295,000
3
BED
2
TOTAL BATHS
2,523
SQFT
2002 Leisure Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

This is a true lakefront property located on the South Chain of Lakes with your own dock and boathouse with lift. This home is located on a dead end street where there is very little traffic to deal with. Enjoy the sunrise and spectacular views of La

New Listing - 2 weeks online
$87,900
0.36
ACRES
POLK, FL
COUNTY
Winterset Boulevard Winter Haven, FL 33884
Land For Sale
- Active

BEAUTIFUL lakefront lot located in the established gated SE community of Winterset. Build your dream home and view the sunset overlooking Lake Winterset. The 75 X 207 ft lot offers ample space for your custom-built home. Enjoy the community pool, ten

New Listing - 2 weeks online
$419,000
3
BED
2
TOTAL BATHS
2,958
SQFT
1433 N Lake Howard Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

THIS BEAUTIFUL "CHAIN -OF- LAKES" HOME, sits on one of the most beautiful and picturesque lots in Winter Haven. The Florida Bungalow and .68 acre well landscaped lot, is located in the highly sought after neighborhood of the "Interlaken Historic Resi

New Listing - 3 weeks online
$324,000
6
BED
4
TOTAL BATHS
4,190
SQFT
2514 Sunset Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

WATERFRONT Family Home - Come see this beautiful gem with 6 bedrooms, 4 bathrooms, 2-car garage including plenty of storage and bonus space. With over 5,500 sq. ft., this home has room to spare sitting on .62 acres on beautiful Lake Conine with its o

New Listing - 3 weeks online
$1,750,000
4
BED
5
TOTAL BATHS
6,041
SQFT
1775 Eloise Loop Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

AN EXTRAORDINARY LAKEFRONT PROPERTY NESTLED AMONG 6.5 ACRES ON LAKE ELOISE AND IS ONE OF THE MOST SOUGHT AFTER "CHAIN OF LAKES" LOCATIONS! A stunning entrance leads down through mature Oaks to this private lakefront home. You'll have a WOW factor as

$719,000
3
BED
3
TOTAL BATHS
2,669
SQFT
115 E Lake Summit Drive Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Luxurious 3-bedroom, 2.5 bath home located on Lake Summit which is one of the cleanest lakes in the Winter Haven chain of Lakes. The interior amenities include two monogram electric ovens, gas stove and refrigerator. Home features built in surroun

$1,500,000
3
BED
6
TOTAL BATHS
5,835
SQFT
6334 Cypress Gardens Boulevard Winter Haven, FL 33884
Single Family Home For Sale
- Active

LAKE WINTERSET ESTATE!! No detail was overlooked on this almost 6,000 sq ft waterfront home with an ELEVATOR. Pull up to privately gated driveway and follow it in to plenty of parking, and the award winning front view of this 2010 custom built Hulbe

Price Change - a week ago
$335,000
3
BED
3
TOTAL BATHS
2,128
SQFT
100 Lakeview Boulevard Lake Alfred, FL 33850
Single Family Home For Sale
- Pending

LIVE THE LAKE LIFE! Over 140 ft direct lakefront with access to Winter Haven's FAMOUS CHAIN OF LAKES. Beautiful 3 BR/2.5 BA home on a half acre corner lot. Huge fenced back yard with plenty of room for RV or Boat, 2 concrete slabs for shed, awning

$975,000
4
BED
3
TOTAL BATHS
2,752
SQFT
923 Avenue N SW Winter Haven, FL 33880
Single Family Home For Sale
- Active

RARE CHAIN OF LAKES OPPORTUNITY!!! This incredible Chain of Lakes POOL HOME has some of the most unique characteristics and features found in Central Florida. Sprawling across 4.1 lush acres bordered by a canal on one side and serene Lake May at th

Price Change - 2 weeks ago
$299,000
2
BED
2
TOTAL BATHS
2,116
SQFT
22 Eagles Nest Winter Haven, FL 33881
Single Family Home For Sale
- Active

PRICE REDUCED! Looking for LAKEFRONT LOVE? The romance begins the moment you turn on to the private drive in. You will immediately fall in love with the breathtaking views all nestled within the desirable private community of Eagles Nest located dir

$2,125,000
19.62
ACRES
POLK, FL
COUNTY
Address Withheld Winter Haven, FL 33881
Land For Sale
- Active

Located right on the busy Havendale Blvd with view of and access to the serene Lake Idylwild (part of the Chain of Lakes), this nearly 20 acres of beautiful waterfront land is available to develop in a variety of ways! With the SE 3 acres zoned comme

$1,125,000
10
ACRES
POLK, FL
COUNTY
Address Withheld Winter Haven, FL 33881
Land For Sale
- Active

Exquisite ten acre parcel located on the East side of Lake Idylwild. The parcel is completely permitted and ready to start 76 luxury town homes. Also the south parcel is available for additional town homes and 3 commercial acres.

$95,000
1.3
ACRES
POLK, FL
COUNTY
Address Withheld Winter Haven, FL 33881
Land For Sale
- Active

This parcel, which currently consists of vacant land with multiple shade trees is 1/2 of a 2.69 acre parcel which can be split in order to develop as two single family sites. The property is close to town amenities and has direct access and view of t

$397,000
4
BED
3
TOTAL BATHS
3,172
SQFT
3340 Crump Road Winter Haven, FL 33881
Single Family Home For Sale
- Active

Do you want a large, West facing Lakefront home with amazing sunset views as well as a composite dock to come home to at the end of a hard working day? This is the home for you!! As soon as you turn on to your land you are greeted with a winding driv

$77,500
2
BED
2
TOTAL BATHS
1,077
SQFT
689 Lake Howard Drive NW #3B Winter Haven, FL 33880
Condo For Sale
- Active

WELLINGTON CONDO- ADULTS 55+ LAKEFRONT ON LAKE HOWARD & POOLSIDE VIEWS FROM THE 2ND FLOOR. FEATURES; 2 BEDROOM, 2 BATH UNIT. CLEAN INTERIOR, LARGE MIRROR DINING AREA WITH CERAMIC TILE FLOORS, WOOD LAMINATE FLOORS THRU OUT, (NO CARPET), INSIDE UTILITY

Price Change - 4 weeks ago
$237,000
3
BED
2
TOTAL BATHS
1,522
SQFT
3995 Island Lakes Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

Beautiful lakefront home just off the chain of lakes in the community of Island Lakes. Access Lake Conine from the boat ramp just minutes from your front door. Enjoy fishing, water skiing or just cruising the chain. This beautiful 3 bedroom, 2 bathr

$595,000
4
BED
4
TOTAL BATHS
3,455
SQFT
2686 Wyndsor Oaks Place Winter Haven, FL 33884
Single Family Home For Sale
- Active

Lake Winterset home in the gated community of Wyndsor. This custom built home features plenty of upgrades and designer touches. The wide, brick-paved front porch welcomes you into the family room, which features wide French doors that open out to th

$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

$269,900
4
BED
2
TOTAL BATHS
3,157
SQFT
760 Orrin Avenue SW Winter Haven, FL 33880
Single Family Home For Sale
- Active

Lakefront!! Very private! Chain of Lakes lifestyle with no HOA! As soon as you walk through the door you will notice the new kitchen cabinets , stainless steel appliances and new tile floor. The dining room offers windows showing the beautiful lakefr

$375,000
2
BED
2
TOTAL BATHS
1,538
SQFT
1007 W Lake Eloise Terrace Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Chain of Lakes 2BR/2BA Lakefront home with over 1500 SF of living area! Formal dining, living room with fireplace, and large screened lanai overlooking the lake. This is an exceptional offering with nearly an acre on the most sought after lake in Wi

$319,600
3
BED
2
TOTAL BATHS
2,016
SQFT
107 W Lake Ruby Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

This beautiful direct lakefront home sits on nearly 1/2 an acre of land and has over 100 feet of lakefront only a few minutes from Legoland. The back of the house faces South so you get the sunrise and sunset views out over the water everyday. This 3

$469,000
3
BED
4
TOTAL BATHS
3,016
SQFT
3350 Crump Road Winter Haven, FL 33881
Single Family Home For Sale
- Pending

If you're looking for a lakefront luxury pool home then look no further. The moment you walk through your screened in front porch and in to your home you're greeted with the open floor plan kitchen and living room. The French doors lead you out to yo

$112,500
2
BED
2
TOTAL BATHS
1,306
SQFT
2180 San Marcos Circle SE #411 Winter Haven, FL 33880
Condo For Sale
- Active

S.E. LAKEFRONT, GROUND FLOOR, CORNER/END UNIT, LARGE 2BR, 2BTH CONDO!! This is a chance to get a large condo in Park Lake in a very desirable location...It is fully furnished...all appliances, washer/dryer/t.v.s/ceiling fans and furniture included..

$174,999
4
BED
2
TOTAL BATHS
1,391
SQFT
1133 Carefree Cove Drive Winter Haven, FL 33881
Single Family Home For Sale
- Pending

Looking for a turnkey piece of paradise for around 200k? Look no further! This beautiful 4/2 Lakefront home is waiting for you. Boasting an open concept, large Florida room, 2car garage, 1/2 acre lot, expansive water views of Lake Connie, new CUSTOM

$300,000
3,596
SQFT
1549 N Lake Howard Drive Winter Haven, FL 33881
Multi-Family For Sale
- Pending

**Back On Market - Buyers Financing Fell Through** Amazing 5 unit apartment building on Lake Howard. Additional garages and storage in rear of property. Owners recently replaced the entire electrical system. The roof is approximately 4 to 5 years o

$894,000
4
BED
4
TOTAL BATHS
3,021
SQFT
2060 Helena Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

This is a water lovers dream home, with the best sunset views on the Chain of Lakes. This amazing water front home on Lake Eloise has everything you could imagine to enjoy the water with your friends and family year round. It is equipped with two doc

$1,700,000
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

Price Change - a week ago
$599,000
5
BED
5
TOTAL BATHS
3,704
SQFT
2415 Cypress Gardens Boulevard Winter Haven, FL 33884
Single Family Home For Sale
- Active

NEW PRICE, JUST REDUCED $25,000! CHAIN OF LAKES TRUE LAKEFRONT ESTATE! Traditional elegance with exquisite updates make this breathtaking custom residence undeniably beautiful and truly exceptional. Offering nearly 4,000 SqFt of living area and 7,20

$800,000
6
BED
5
TOTAL BATHS
5,178
SQFT
300 Brigham Road NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

DO NOT MISS THIS BEAUTIFUL, HISTORIC HOME SITUATED ON 2.89 ACRES OF LAND THAT OVERLOOKS THE PEACEFUL SHORES OF LAKE HARTRIDGE. LAKE HARTRIDGE IS PART OF THE SOUTHERN CHAIN WHICH WILL GIVE YOU ACCESS TO 16 LAKES VIA A SERIES OF CANALS. THIS IS AN AMAZ

Price Change - 5 days ago
$164,900
3
BED
2
TOTAL BATHS
1,300
SQFT
1159 Carefree Cove Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

PRICE REDUCED! LOOKING FOR TRUE LAKEFRONT ON THE CHAIN OF LAKES AT AN AFFORDABLE PRICE? Here is a three bedroom, two bath home with a huge under cover porch overlooking Lake Conine, including your own dock to fish from! Lake Conine is part of the

$875,000
4
BED
3
TOTAL BATHS
3,560
SQFT
600 N Lake Eloise Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

AN AMAZING SE LAKEFRONT BRICK HOME ON BEAUTIFUL LAKE ELOISE ON WINTER HAVEN'S FAMOUS "CHAIN OF LAKES!" This property is beautifully situated on 1.85 acres and is surrounded by lakefront estate properties. Fabulous picturesque lakeviews from almost ev

$59,900
0.17
ACRES
POLK, FL
COUNTY
1126 Shoreline Lane Winter Haven, FL 33884
Land For Sale
- Active

INCREDIBLE SUNSET VIEW OVER LAKE WINTERSET!! Come see this lot in the gated community of Winterset. Less than one mile from LEGOLAND, shopping, and dining. There is a community pool, volleyball & tennis court, hot tub, and clubhouse. Don't miss out o

$1,299,000
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 with 9"th

$179,900
3
BED
3
TOTAL BATHS
2,583
SQFT
2440 Hartridge Pointe Drive W #20 Winter Haven, FL 33881
Condo For Sale
- Active

Reduced price! Come see this newly remodeled Lakefront Condo on Lake Hartridge on Winter Haven's Chain of Lakes!!! Spacious 3 bedroom condo has so much to offer!! Enjoy the lake view with the 2nd floor screened patio. Kitchen amenities include gran

$324,700
3
BED
2
TOTAL BATHS
1,813
SQFT
1701 E Lake Cannon Drive NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

This is not your ordinary chain of lakes home. The moment you walk in the door you are greeted with 25 foot high ceilings and windows that span the whole width of the home which overlooks your westerly lake views. The kitchen has views of the lake as

Price Change - 2 weeks ago
$330,000
0.52
ACRES
POLK, FL
COUNTY
Gaines Court Winter Haven, FL 33884
Land For Sale
- Active

Lakefront residential land on the Chain of Lakes! This 1/2 acre water front lot is the only lot available on Lake Eloise. Located in Gaines Cove, just off of Eloise Loop Road. Gaines Cove is a cozy deeded neighborhood of beautiful homes on oversized

$355,000
3
BED
3
TOTAL BATHS
1,841
SQFT
3 S Lake Roy Lane Winter Haven, FL 33880
Single Family Home For Sale
- Pending

COMPLETELY REMODELED LAKEFRONT! This 3 bedroom, 3 bath home sits on Lake Roy which is on the main Chain Of Lakes and is a spring fed, clean, sandy bottom lake that will provide amazing views. Your SW exposure allows you to wake up to beautiful sunris

$649,000
5.94
ACRES
POLK, FL
COUNTY
2400 21st Street NW Winter Haven, FL 33881
Land For Sale
- Active

Bring an Offer! You will not want to miss this once in a lifetime chance to own just below SIX acres on the chain of lakes. This property is perfect to build your dream home, or for the investor looking to develop. This property boasts approximately

$120,000
0.38
ACRES
POLK, FL
COUNTY
160 Hainesport Drive Lake Alfred, FL 33850
Land For Sale
- Active

Chain of Lakes, Lake Haines, True Lakefront, 138 feet lake frontage, Last Lakefront building lot in quaint Hainesport subdivision located on a quiet cul-de-sac dead end street. Beautiful view of wooded cove and open water, public lake access boat ram

$1,050,000
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

$674,920
4
BED
3
TOTAL BATHS
3,029
SQFT
2770 W Lake Eloise Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

Don't miss out on this beautiful lakefront home that gets the best views across Lake Eloise at LEGOLANDs fireworks. The moment you walk through the front door your eyes are drawn out to the pool and lake though the massive floor to ceiling windows. T

$1,200,000
5
BED
5
TOTAL BATHS
4,941
SQFT
1443 S Lake Roy Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

This immaculate 5 bdrm, 5 bath, 2 story home on Winter Haven's Chain of Lakes includes a 3-car attached garage, a 5-car detached garage, heated pool and 2-bay boathouse. This property is perfect for your new residence or as a vacation home! The pri

$599,000
5
BED
5
TOTAL BATHS
4,362
SQFT
270 Lakeview Boulevard Lake Alfred, FL 33850
Single Family Home For Sale
- Active

LAKE FRONT on Northern Chain of Lakes, 4362 Living Area, 5 bedrooms, 4 1/2 baths. Southern Grace best describes this beautiful custom built brick lakefront home referred to as "The Family Gathering Place". Perfect location, amazing views, incredibl

$499,900
1.67
ACRES
POLK, FL
COUNTY
Wyndsor Oaks Court Winter Haven, FL 33884
Land For Sale
- Active

This Property is just over 1.6 acres and is located on Lake Winterset. The property is located in Wyndsor Oaks. The property is one of few lots of this size, left on the lake! The property has over 170 feet of lake frontage on one of the cleanest lak

$19,999
0.25
ACRES
POLK, FL
COUNTY
Carefree Cove Drive Winter Haven, FL 33881
Land For Sale
- Active

Prime Location ready to build. Off of hwy17 Close to shopping off of canal connects to Lake Hartridge, Lake Connie, Lake Smart, Lake Rochelle, LAke Idylwild, LAke Jessie, Lake Cannon, Lake Mirror, LAke Howard and much more. Connected to chain of LAKe

$1,299,000
6
BED
6
TOTAL BATHS
5,400
SQFT
3826 Gaines Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

PRICE REDUCED-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 home situated on

$495,000
2.46
ACRES
POLK, FL
COUNTY
802 Avenue L SW Winter Haven, FL 33880
Land For Sale
- Active

Lakefront 2.46 Acres located in the Winter Haven Downtown CRA. Excellent development potential. Current Property (DOR) Use Code is for Duplexes (Code: 0810). Current building is 1,312 sqft, Actual Year Built: 1955; Effective Year: 1960; Structure is

$899,900
3
BED
4
TOTAL BATHS
3,970
SQFT
2411 Cypress Gardens Boulevard Winter Haven, FL 33884
Single Family Home For Sale
- Active

MID-CENTURY MODERN ON WINTER HAVEN CHAIN OF LAKES. This 3 bedroom, 3.5 bath home with almost 4000 sqft. of living area offers lake view study, game room with bar and bath, and an adjoining 8-person theater room (24x14), and sits on one of Winter Have

$174,900
0.72
ACRES
POLK, FL
COUNTY
1123 Interlochen Boulevard Winter Haven, FL 33884
Land For Sale
- Active

Excellent opportunity to build your dream home in the highly desirable INTERLOCHEN neighborhood. This lakefront lot boasts nearly 3/4 acre in a neighborhood of fine homes. Protective deed restrictions require the construction of a 2700 sqft (1-stor

$195,000
1.45
ACRES
POLK, FL
COUNTY
S Ramona Avenue S Lake Alfred, FL 33850
Land For Sale
- Active

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.