$380,990
New Construction
- 4 Beds
- 3 Baths
- 2,250 Sq Ft
1742 Upland Ln, Winter Haven, FL 33884
William Maltbie
MALTBIE REALTY GROUP
17,187
Homes in ZIP Code 33884
-
1742 Upland Ln, Winter Haven, FL 33884
-
$50,000 Per Month
- 4 Beds
- 4.5 Baths
- 3,834 Sq Ft
- Condo for Rent
5 Grove Ct SE Unit S303, Winter Haven, FL 33884
5 Grove Ct SE Unit S303, Winter Haven, FL 33884Courtesy of Douglas Elliman Brand new and delivered in late 2025, this expansive 4-bedroom, 4.5-bath waterfront residence offers 3,834 square feet of refined living space plus a generous 1,134 square foot terrace with sweeping views of the bay, Coconut Grove, and the Brickell skyline. The thoughtfully designed layout features en-suite bedrooms, a luxurious primary suite with dual walk-in closets
-
$272,000
Sold Mar 30, 20265750 Harbor Isle Blvd, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,238 Sq Ft
- Built 2002
Last Sold Summary
- 10% Above List Price
- $220/SF
- 7 Days On Market
Current Estimated Value $257,178
Last Listing Agent Ryan Odenweller RE/MAX HERITAGE PROFESSIONALS
5750 Harbor Isle Blvd, Winter Haven, FL 33884 -
Est $301,687
Not Listed For Sale2487 Salzburg Loop, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,914 Sq Ft
- Built 2016
Last Sold Summary
- 8 Days On Market
-
$628,510
New Construction $93K PRICE INCREASE Pending- 5 Beds
- 3 Baths
- 2,021 Sq Ft
1548 Covey Rise Terrace, Winter Haven, FL 33884
1548 Covey Rise Terrace, Winter Haven, FL 33884
William Maltbie
MALTBIE REALTY GROUP
-
$2,100 Per Month
- 4 Beds
- 2 Baths
- 1,824 Sq Ft
- House for Rent
2102 Chris Dr, Winter Haven, FL 33884
2102 Chris Dr, Winter Haven, FL 33884Discover comfort and convenience in this beautiful 4-bedroom, 2-bathroom home located in the sought-after Peace Creek Reserve community of Winter Haven. This spacious residence features an open-concept floor plan with a modern kitchen overlooking the dining and living areas, creating the perfect space for everyday living and entertaining. The private primary suite offers a relaxing retreat with
Daniel Serpa NOSSA REALTY LLC
-
$334,990
Sold Mar 26, 20264069 Giorgio Dr, Winter Haven, FL 33884
- 5 Beds
- 3 Baths
- 2,447 Sq Ft
- Built 2026
Last Sold Summary
- $137/SF
- 11 Days On Market
Current Estimated Value $335,824
Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC
4069 Giorgio Dr, Winter Haven, FL 33884 -
Est $1,079,268
Not Listed For Sale4717 Emerald Palms Ct, Winter Haven, FL 33884
- 5 Beds
- 4.5 Baths
- 4,579 Sq Ft
- Built 2016
Last Sold Summary
- 34 Days On Market
-
$386,990
New Construction- 4 Beds
- 2.5 Baths
- 2,797 Sq Ft
1726 Upland Ln, Winter Haven, FL 33884
1726 Upland Ln, Winter Haven, FL 33884
William Maltbie
MALTBIE REALTY GROUP
-
$2,600 Per Month
- 4 Beds
- 3 Baths
- 2,217 Sq Ft
- Truly Stunning 4-bedroom, 3-bathroom, 2 car garage in the beautiful new community of Villimar
2107 Cartgate Ln, Winter Haven, FL 33884
2107 Cartgate Ln, Winter Haven, FL 33884Introducing a truly stunning 4-bedroom, 3-bathroom home in the new Villimar community of Winter Haven, FL. This residence features a 2-car garage and sits on a premium corner lot overlooking a peaceful pond. Inside, enjoy stainless steel appliances, a large kitchen island, and a convenient washer and dryer. The floorplan includes a private owner’s suite with dual vanity and walk-in closets, a
-
$294,990
Sold Mar 04, 20266464 Domizio Dr, Winter Haven, FL 33884
- 5 Beds
- 2 Baths
- 2,326 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 2% Above List Price
- $127/SF
- 31 Days On Market
Current Estimated Value $323,029
Lennar Villa Mar
6464 Domizio Dr, Winter Haven, FL 33884 -
Est $254,236
Not Listed For Sale1930 Sarah St, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,429 Sq Ft
- Built 2025
Last Sold Summary
- 4 Days On Market
-
$394,900
New Construction $5K PRICE DROP Pending- 5 Beds
- 3 Baths
- 2,386 Sq Ft
1138 Michelangelo Ln, Winter Haven, FL 33884
1138 Michelangelo Ln, Winter Haven, FL 33884
David Hartigan
JASON MITCHELL REAL ESTATE FLO
-
$2,495 Per Month
- 3 Beds
- 2 Baths
- 2,116 Sq Ft
- House for Rent
252 Santa Rosa Dr, Winter Haven, FL 33884
252 Santa Rosa Dr, Winter Haven, FL 33884Great location. Perfect place to call home. 3 bedroom 2 bath spa/pool home with garage. Located in gated community-overlook estates. Minutes from lego-land. Home offers a kitchen, dining room and a formal dining room. 3rd bedroom has a Murphy bed and built in desk/office area. Master features french doors leading to the pool &spa. Offers walk in closets throughout home. Mature landscaping. Lots
Jennifer Geiger PRESTIGE LIFESTYLES REALTY
-
$185,000
Sold Oct 23, 20256509 Oak Hammock Ct, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,575 Sq Ft
- Built 1998
Last Sold Summary
- 3% Below List Price
- $117/SF
- 78 Days On Market
Last Listing Agent John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP
6509 Oak Hammock Ct, Winter Haven, FL 33884 -
Est $296,669
Not Listed For Sale2183 Chris Dr, Winter Haven, FL 33884
- 4 Beds
- 3 Baths
- 2,174 Sq Ft
- Built 2025
Last Sold Summary
- 2 Days On Market
-
$323,990
New Construction- 5 Beds
- 3 Baths
- 2,447 Sq Ft
ROBIE Plan at VillaMar, Winter Haven, FL 33884
3744 Giorgio Dr Unit 36202855, Winter Haven, FL 33884D.R. Horton Builder -
$1,895 Per Month
- 4 Beds
- 2 Baths
- 1,607 Sq Ft
- 4-Bedroom, 2-Bathroom in Villamar/Winter Haven ***MOVE-IN SPECIAL/50% OFF 2ND MONTH***
4442 Rapallo Ave, Winter Haven, FL 33884
4442 Rapallo Ave, Winter Haven, FL 33884***MOVE-IN SPECIAL/50% OFF 2ND MONTH***This gorgeous 4-bedroom, 2-bathroom home is loaded with space and comes with stainless appliances as well as a spacious two-car garage.The location doesn't get any better than this as its walking distance to the best schools! Call to schedule your showing and come see this beautiful home TODAY!HOA APPROVAL MANDATORYAll
-
$320,000
Sold Mar 24, 20263136 Langdon Ln, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,999 Sq Ft
- Built 2018
Last Sold Summary
- 15% Below List Price
- $160/SF
- 269 Days On Market
Current Estimated Value $322,216
Last Listing Agent Sam Daniels KELLER WILLIAMS REALTY SMART 1
3136 Langdon Ln, Winter Haven, FL 33884 -
Est $343,343
Not Listed For Sale1588 Leamington Ln, Winter Haven, FL 33884
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
- Built 2025
Last Sold Summary
- 0 Days On Market
-
$354,999
New Construction $17K PRICE DROP Pending- 5 Beds
- 3 Baths
- 2,470 Sq Ft
5389 San Pietro Dr, Winter Haven, FL 33884
5389 San Pietro Dr, Winter Haven, FL 33884Dale Human CASA FRESCA REALTY
-
$2,055 Per Month
- 3 Beds
- 2 Baths
- 1,802 Sq Ft
- House for Rent
2066 Katie Ct, Winter Haven, FL 33884
2066 Katie Ct, Winter Haven, FL 338843/2 in Southeast Winter Haven near Legoland. Big porch, oversized garage. New Roof! Call owner Bob Jessee for showing info.
Frank Vaughn TOWN & COUNTRY REAL ESTATE
-
$260,000
Sold Jul 16, 20254422 Glenns Landing, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 1,359 Sq Ft
- Built 1990
Last Sold Summary
- 7% Below List Price
- $191/SF
- 122 Days On Market
Current Estimated Value $257,023
Last Listing Agent Jessica Hancock-Batson THE STONES REAL ESTATE FIRM
4422 Glenns Landing, Winter Haven, FL 33884 -
Est $278,491
Not Listed For Sale1926 Sarah St, Winter Haven, FL 33884
- 4 Beds
- 2.5 Baths
- 1,874 Sq Ft
- Built 2025
Last Sold Summary
- 8 Days On Market
-
$349,499
New Construction $11K PRICE DROP Pending- 5 Beds
- 3 Baths
- 2,471 Sq Ft
5456 San Pietro Dr, Winter Haven, FL 33884
5456 San Pietro Dr, Winter Haven, FL 33884Dale Human CASA FRESCA REALTY
-
$1,950 Per Month
- 3 Beds
- 2 Baths
- 1,457 Sq Ft
- House for Rent
2410 Brassie Ct, Winter Haven, FL 33884
2410 Brassie Ct, Winter Haven, FL 33884Welcome to your new home in beautiful Winter Haven! This beautifully maintained 3-bedroom, 2-bathroom home offers the perfect combination of comfort, style, and functionality.Step inside to an open and inviting layout featuring spacious living and dining areas with a blend of tile and carpet flooring throughout. The modern kitchen is equipped with sleek stainless steel appliances, ample
-
$388,000
Sold Dec 02, 2025302 Ruby Lake Ln, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 2,587 Sq Ft
- Built 2001
Last Sold Summary
- 2% Above List Price
- $150/SF
- 128 Days On Market
Current Estimated Value $391,939
Last Listing Agent Alan Harmon COLDWELL BANKER HIGHLANDS PROPERTIES-SEBRING
302 Ruby Lake Ln, Winter Haven, FL 33884 -
Est $277,936
Not Listed For Sale2315 Scarlet Ave, Winter Haven, FL 33884
- 4 Beds
- 2 Baths
- 1,824 Sq Ft
- Built 2025
Last Sold Summary
- 26 Days On Market
-
$580,000
$5K PRICE DROP- 3 Beds
- 2 Baths
- 2,512 Sq Ft
6261 Pinehurst Loop, Winter Haven, FL 33884
6261 Pinehurst Loop, Winter Haven, FL 33884Anita Lowe LOCKHART & ASSOCIATES INC
-
$1,400 Per Month
- 2 Beds
- 2 Baths
- 1,017 Sq Ft
- Condo for Rent
1101 Eagle Pond Dr, Winter Haven, FL 33884
1101 Eagle Pond Dr, Winter Haven, FL 33884Affordability meets Comfort. First Floor unit for easy access in a highly desirable gated community of Cypresswood Golf & Country Club. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness
Lienyvette Grimaldo MAZELG REALTY
-
$390,000
Sold Dec 22, 20255029 River Lake Rd, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,721 Sq Ft
- Built 1995
Last Sold Summary
- $227/SF
- 13 Days On Market
Current Estimated Value $390,953
Last Listing Agent Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS
5029 River Lake Rd, Winter Haven, FL 33884 -
Est $280,301
Not Listed For Sale2231 Chris Dr, Winter Haven, FL 33884
- 4 Beds
- 2.5 Baths
- 1,874 Sq Ft
- Built 2025
Last Sold Summary
- 5 Days On Market
-
$329,990
New Construction $15K PRICE DROP- 4 Beds
- 2.5 Baths
- 2,226 Sq Ft
Azure Plan at Villa Mar, Winter Haven, FL 33884
5512 Taverna Loop Unit 40026132, Winter Haven, FL 33884Casa Fresca Homes Builder -
$1,650 Per Month
- 2 Beds
- 2 Baths
- 1,078 Sq Ft
- Winterset Condo with Gorgeous Sunset Views!
715 Magnolia Place, Winter Haven, FL 33884
715 Magnolia Place, Winter Haven, FL 33884Gorgeous sunset views over Lake Winterset… this is the kind of rental you don’t come across often. Located in the gated Winterset community, this well-maintained 2-bedroom, 2-bath upstairs condo with a private one-car garage offers easy, low-maintenance lakeview living. Inside, you’ll find an open and airy layout with vaulted ceilings, skylights, and large sliding glass doors that bring in tons
-
$215,000
Sold Mar 24, 2026423 Greenfield Rd, Winter Haven, FL 33884
- 2 Beds
- 2 Baths
- 1,432 Sq Ft
- Built 1985
Last Sold Summary
- 10% Below List Price
- $150/SF
- 126 Days On Market
Current Estimated Value $218,078
Last Listing Agent Chace Vaughn TOWN & COUNTRY REAL ESTATE
423 Greenfield Rd, Winter Haven, FL 33884 -
Not Listed For Sale
718 Red Cypress Ln, Winter Haven, FL 33881
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 2006
Last Sold Summary
- 1 Day On Market
-
$349,990
New Construction- 5 Beds
- 3 Baths
- 2,471 Sq Ft
Indigo Plan at Villa Mar, Winter Haven, FL 33884
6614 Crescent Loop Unit 36787307, Winter Haven, FL 33884Casa Fresca Homes Builder -
$1,350 Per Month
- 2 Beds
- 1 Bath
- 826 Sq Ft
- Condo for Rent
1100 Martinique Dr Unit 212, Winter Haven, FL 33884
1100 Martinique Dr Unit 212, Winter Haven, FL 33884Beautifully renovated 2/1 in Winter Haven’s Orchid Springs. This community is NOT 55+, although the area is quiet and relaxed. The unit features LVP in the living room, stainless steel appliances, and modern features throughout such as a barn door, black switch plates and black trims in the bedroom area, and black ac vents. The condo is truly a sight to be seen. Water, sewer, trash, and gas ARE
Alexios McDonald THE K TEAM REAL ESTATE SERVICES LLC
-
$259,900
Sold Dec 23, 20254020 Cypress Landing S, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,675 Sq Ft
- Built 1985
Last Sold Summary
- $155/SF
- 49 Days On Market
Current Estimated Value $266,351
Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1
4020 Cypress Landing S, Winter Haven, FL 33884 -
Est $256,633
Not Listed For Sale341 Kayden Cove, Winter Haven, FL 33884
- 3 Beds
- 2 Baths
- 1,429 Sq Ft
- Built 2025
Last Sold Summary
- 11 Days On Market
Showing Results 201 - 240, Page 6 of 18
Properties in Nearby Zip Codes
Properties in Nearby Zip Codes
- Properties in Southeast Winterhaven
- Properties in Lake Fox
- Properties in Cypress Gardens
- Properties in Downtown Winter Haven
- Properties in Cypresswood
- Properties in East Winter Haven
- Properties in Southwest Winter Haven
- Properties in North Winter Haven
- Properties in Jan Phyl Village
- Properties in Sun Ridge
Properties in Nearby Zip Codes
- Properties in Winter Haven
- Properties in Lake Wales
- Properties in Kissimmee
- Properties in Eagle Lake
- Properties in Dundee
- Properties in Bartow
- Properties in Lake Hamilton
- Properties in Haines City
- Properties in Lake Alfred
- Properties in Auburndale
- Properties in Poinciana
- Properties in Fort Meade
- Properties in Davenport
- Properties in Lakeland
- Properties in Highland City
- Properties in Babson Park
- Properties in Polk City
- Properties in Loughman
Properties in Nearby Zip Codes
Copyright © 2026 CoStar Group
