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:

$399,900
3
BED
2
TOTAL BATHS
2,434
SQFT
3712 Osborn Harbor Lane Winter Haven, FL 33881
Single Family Home For Sale
- Active

Secluded Chain of Lakes lakefront home on the beautiful shores of Lake Hartridge. Welcome to 3712 Osborn Harbor Lane, a 2007 custom built residence located on a private 1/2 acre lot with stunning waterfront views and direct access to the beautiful Ch

New Listing - 3 days online
$485,000
4
BED
3
TOTAL BATHS
3,789
SQFT
1325 N Lake Howard Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

Its not very often that a lakefront property like this comes available. Located on the Winter Haven Chain of Lakes this historic pool home sits on a full city block of well manicured grounds and mature landscaping with a driveway that runs the length

New Listing - 6 days online
$129,900
2
BED
3
TOTAL BATHS
1,360
SQFT
2302 Isle Royale Court SE Winter Haven, FL 33880
Townhouse For Sale
- Active

There is a lot of excitement and Activity in the area of this Townhome with one car Garage including being able to get to a variety of restaurants and stores without starting your car. Walk along the lake shore, the gazebo and dock, to delight in our

New Listing - 2 weeks online
$489,000
4
BED
3
TOTAL BATHS
2,481
SQFT
7358 Bent Grass Drive Winter Haven, FL 33884
Single Family Home For Sale
- Active

Location, location, location!! This beautiful pool home sits in a desirable gated community on an over-sized lot where you can look out over your screened in pool and fenced in back yard and then out over the spring fed lake that sits in your back ya

New Listing - 2 weeks online
$1,375,000
6
BED
7
TOTAL BATHS
6,063
SQFT
2401 Cypress Gardens Boulevard Winter Haven, FL 33884
Single Family Home For Sale
- Active

One of a kind custom home built in 2015 on 1.5 acres of land located on the famous Chain of Lakes in Winter Haven. The home itself is incredible, but the views are breathtaking!! As soon as you walk in you are greeted by 24 ft high cathedral ceilings

New Listing - 2 weeks online
$950,000
7
BED
6
TOTAL BATHS
5,178
SQFT
1125 Avenue Z SE Winter Haven, FL 33884
Single Family Home For Sale
- Active

Additional income possibilities w this incredible Chain of Lakes, 7 bedrooms, 4 full & 2 half baths home. A beautiful Oak-lined driveway leads to a 2 story home on 2.56 acres on Lake Roy w/ private dock, covered boat dock and screened in pool. Plenty

New Listing - 2 weeks online
$212,495
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 bathro

New Listing - 2 weeks online
$78,500
3
BED
2
TOTAL BATHS
1,114
SQFT
Address Withheld Winter Haven, FL 33880
Condo For Sale
- Active

What a view! This 3/2 condo overlooks beautiful Lake Howard in the Imperial Harbours community. This is a 55+ development that features a community pool, boat dock, gazebo, shuffle board court, recreation room, outdoor grills, storage area, and 2 c

New Listing - 4 weeks online
$329,000
3
BED
3
TOTAL BATHS
2,497
SQFT
1841 E Lake Cannon Drive NW Winter Haven, FL 33881
Single Family Home For Sale
- Pending

This beautiful 3/3 Chain of lakes home sits on nearly half an acre of land with the back of the home having a South West exposure giving you amazing sunsets over the water all year long. You can come and take advantage of the Winter Haven Chain of La

New Listing - 4 weeks online
$1,999,000
5
BED
7
TOTAL BATHS
7,206
SQFT
6081 Eloise Loop Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

Gorgeous estate on the shore of Lake Winterset, the southernmost lake on the famed Winter Haven Chain of Lakes. 2.78 acres in neighborhood of exceptional homes and estates. Enjoy lake activities from your private lakefront - skiing, boating, wakebo

Price Change - 2 weeks ago
$299,900
4
BED
3
TOTAL BATHS
2,510
SQFT
1454 S Lake Mirror Drive NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

Price Reduced! CHARMING 1920 LAKEFRONT HOME on LAKE MIRROR - On THE CHAIN OF LAKES- with EXTRA LOT (0.39 house +0.39 extra lot= 0.78 total) IN THE INTERLAKEN NEIGHBORHOOD. Stunning/ Original Hard Wood Floors. Spacious Great Room with Coffered Ceilin

$370,000
116,305
SQFT
6th Street 6th Street SW Winter Haven, FL 33880
Commercial For Sale
- Active

One of the only acreage tracts on the Winter Haven Chain of Lakes that has access to downtown Winter Haven.

$900,000
3.75
ACRES
POLK, FL
COUNTY
Address Withheld Winter Haven, FL 33881
Land For Sale
- Active

One of the last commercial properties available on the Chain of Lakes. This rare opportunity will allow you to own 3.75 +/- acres on the Chain of Lakes (Lake Idylwild) that is currently zoned Agricultural with a producing Elderberry crop, but had pri

Price Change - 3 weeks ago
$235,000
3
BED
2
TOTAL BATHS
2,410
SQFT
2234 20th Street NW Winter Haven, FL 33881
Single Family Home For Sale
- Active

REMODELED CHAIN OF LAKE CANAL FRONT HOME. This 3 bedroom, 2 bath homes offers 2410 sq. ft. of living area and has had an extensive renovation including addition of spacious master suite (13x21) with updated bath and huge walk in closet, complete remo

Price Change - 3 days ago
$489,000
4
BED
3
TOTAL BATHS
2,705
SQFT
220 Ruby Lake Lane Winter Haven, FL 33884
Single Family Home For Sale
- Active

LAKEFRONT 4 BR 3 BATH IN GATED RUBY LAKE SUBDIVISION. This home offers 2705 sq. ft. of living area with wide open floor plan,tons of lakefront window views and has had extensive and recent upgrades and renovations including a new roof and completely

$439,000
3
BED
3
TOTAL BATHS
2,626
SQFT
233 N Lake Hartridge Dr Winter Haven, FL 33881
Single Family Home For Sale
- Active

ABSOLUTELY STUNNING! 3 bedroom, 2.5 bath CHAIN OF LAKES LAKEFRONT home with 3 car garage in Hartridge Hills! A Gated Community! Gorgeous views from every room! Spanning over 2,600 square feet, this home offers an open floor plan with tray ceilings ho

$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

$70,400
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

$399,900
3
BED
2
TOTAL BATHS
2,958
SQFT
1433 N Lake Howard Drive Winter Haven, FL 33881
Single Family Home For Sale
- Pending

*ACCEPTING BACK UP OFFERS*ON THIS BEAUTIFUL "CHAIN -OF- LAKES" HOME which sits on one of the most beautiful & picturesque lots in Winter Haven. The Florida Bungalow & .68 acre well landscaped lot, is located in the highly sought after neighborhood of

$315,000
6
BED
4
TOTAL BATHS
4,190
SQFT
2514 Sunset Drive Winter Haven, FL 33881
Single Family Home For Sale
- Pending

***JUST REDUCED!!! BRING YOUR OFFERS!*** 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

$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

$1,295,000
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

$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

$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
$264,000
2
BED
2
TOTAL BATHS
2,116
SQFT
22 Eagles Nest Winter Haven, FL 33881
Single Family Home For Sale
- Active

PRICE REDUCED!! LIVE THE WATERFRONT LIFESTYLE! CAN EASILY MAKE A 3 BEDROOM! SELLER IS GRANTING $5,000.00 in SELLER CONCESSIONS TOWARDS UPGRADES OR CLOSING COSTS with accepted offer!You will immediately fall in love with the breathtaking views all nes

$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

$347,000
4
BED
3
TOTAL BATHS
3,172
SQFT
3340 Crump Road Winter Haven, FL 33881
Single Family Home For Sale
- Pending

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

Price Change - 2 weeks ago
$74,900
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

$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

Price Change - 2 weeks ago
$269,500
4
BED
2
TOTAL BATHS
3,157
SQFT
760 Orrin Avenue SW Winter Haven, FL 33880
Single Family Home For Sale
- Active

****MOTIVATED SELLERS *** Bring all offers... Seller will help with closing cost with full offer!!! 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 , stai

$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

Price Change - 4 weeks ago
$314,500
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

$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

$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 - 3 weeks ago
$159,900
3
BED
2
TOTAL BATHS
1,300
SQFT
1159 Carefree Cove Drive Winter Haven, FL 33881
Single Family Home For Sale
- Active

NEW PRICING! 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 nor

$845,000
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

$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

$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

$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

Price Change - 2 weeks ago
$99,999
0.38
ACRES
POLK, FL
COUNTY
160 Hainesport Drive Lake Alfred, FL 33850
Land For Sale
- Active

NEW PRICE, Just $725. per lakefront foot. ACT NOW! 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 wood

Price Change - yesterday
$1,025,000
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

$525,000
5
BED
5
TOTAL BATHS
4,362
SQFT
270 Lakeview Boulevard Lake Alfred, FL 33850
Single Family Home For Sale
- Active

PRICE REDUCTION -OWNER MOTIVATED - 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

Price Change - a week ago
$18,000
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

$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.