42 ENCLAVE DRIVE, Winter Haven, FL 33884
OFF MARKET

$250,600

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,370 sqft

42 ENCLAVE DRIVE, Winter Haven, FL 33884

Est. Refi. Payment $1,729/mo*
Refinance Your Home
Currently Off Market - Sold Jul 24, 2025 for $253,000

Home Value

Trulia Estimate
$251K
Since last month
$100 (0%)
Since last year
Increased$200 (+0.1%)
Since last sale
Decreased$2K (-0.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +36% in the last 10 years
MonthEstimated value
2026
September 2026$251K
August 2026$251K
July 2026$247K
June 2026$244K
May 2026$242K
April 2026$248K
March 2026$245K
February 2026$247K
January 2026$246K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
35 ENCLAVE DRIVE, Winter Haven, FL
0.05
Single-Family Home
$225,000
05/20/26
3
3
2,070
53 ENCLAVE DRIVE, Winter Haven, FL
0.08
Single-Family Home
$260,000
09/30/25
3
2
1,682
69 ENCLAVE DRIVE, Winter Haven, FL
0.05
Single-Family Home
$299,000
10/08/25
3
2
1,682
29 ENCLAVE DRIVE, Winter Haven, FL
0.09
Single-Family Home
$242,900
08/19/26
3
2
1,526
2805 WINGFOOT COURT, Winter Haven, FL
0.11
Single-Family Home
$245,000
05/07/26
3
2
1,602
49 ENCLAVE DRIVE, Winter Haven, FL
0.05
Single-Family Home
$286,000
01/30/26
3
2
1,682
47 ENCLAVE DRIVE, Winter Haven, FL
0.03
Single-Family Home
$235,000
08/13/26
2
2
1,444
2801 WINGFOOT COURT, Winter Haven, FL
0.11
Single-Family Home
$235,000
06/15/26
2
2
1,666
2813 WINGFOOT CT, Winter Haven, FL
0.11
Single-Family Home
$208,000
06/26/26
2
2
1,682

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
47 ENCLAVE DRIVE, Winter Haven, FL 33884
0.03
$235,000
2
2
1,444
Recently Sold
37 ENCLAVE DRIVE, Winter Haven, FL 33884
0.03
$277,400
3
2
1,682
Off Market
69 ENCLAVE DRIVE, Winter Haven, FL 33884
0.05
$292,100
3
2
1,682
Off Market
58 ENCLAVE DRIVE, Winter Haven, FL 33884
0.06
$233,600
2
2
1,444
Off Market
49 ENCLAVE DRIVE, Winter Haven, FL 33884
0.05
$286,000
3
2
1,682
Recently Sold
35 ENCLAVE DRIVE, Winter Haven, FL 33884
0.05
$225,000
3
3
2,070
Recently Sold
55 ENCLAVE DRIVE, Winter Haven, FL 33884
0.07
$231,200
2
2
1,444
Off Market
53 ENCLAVE DRIVE, Winter Haven, FL 33884
0.08
$259,300
3
2
1,682
Off Market
2234 FIRESTONE PLACE, Winter Haven, FL 33884
0.10
$213,500
2
2
1,666
Off Market
1 ENCLAVE DRIVE, Winter Haven, FL 33884
0.09
$220,000
3
2
1,676
For Sale
2237 FIRESTONE PLACE, Winter Haven, FL 33884
0.10
$176,200
2
2
1,039
Off Market

Local Information

  • Map ViewExplore the area around 42 ENCLAVE DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
2,370 sqft
$106/sqft
2 Car Garage
HOA $429/mo

About this House

What's unique:Bar for casual diningCozy breakfast nookEn suite bathPasture viewOpen floor planExcellent floorplan
Luxury, Leisure & Little Maintenance—Welcome to Cypresswood Living! 2 primary suites! Excellent floorplan! Primary suite on bottom level and then a separate suite upstairs as a bonus! Private screened porch/patio! Low maintenance home! Nestled in the highly coveted Cypresswood Golf and Country Club community, this charming 3-bedroom, 3-bathroom home is where elegance meets ease. Step inside through your very own 2-car garage or follow your private sidewalk to the fully screened portico shelter—perfect for welcoming guests or hiding from surprise Florida rain shower. Inside, prepare to be wowed by soaring ceilings and an open floor plan that invites natural light to dance through every corner. The home features plantation shutters, crown molding and a lot of storage spaces. Entertaining? Hosting? Just lounging around in style? This home does it all. The kitchen has a lot of cabinets for storage, a cozy breakfast nook, and a bar for casual dining—because let’s be honest, all of the best conversations happen in the kitchen. When it’s time to retreat, the spacious downstairs primary suite delivers pure tranquility with an en suite bath, walk-in closet (big enough to hide your online shopping habit), and additional linen storage for ultimate convenience. The downstairs second bedroom is generously sized, perfect for guests, a home office, or the hobby space of your dreams. The upstairs 2nd primary suite is an entire living space of its own and separated from everything else, it offers the perfect place to get away from everything else and unique as it has windows to the lower living spaces. The master bathroom has a large walk in shower and a separate soaking tub. The en suite is complete with a his and hers closet as well as dual sinks. When you step outside the living area to your private screened in rear porch you will be wowed by the pasture view. Now, let’s talk lifestyle—this gated golf community is packed with perks! Enjoy an 18-hole championship golf course, a Junior Olympic-sized pool, tennis courts, and a clubhouse complete with a pro shop and restaurant. And the best part? No lawnmowers or ladders needed! Your HOA covers all exterior maintenance, including lawn care and roof replacements (which, by the way, were just completed in 2023). Located just minutes from Highway 27 and the I-4 corridor, this home offers effortless access to Legoland Florida Resort, Disney World, Orlando International Airport, and even the gorgeous Gulf beaches of Tampa/St. Pete. Convenience, luxury, and fun—all wrapped into one perfect Florida package. Don’t miss your chance to call this maintenance-free gem home—schedule your private tour today! All information is believed to be accurate but buyer and or buyers agent should verify.
42 ENCLAVE DRIVE, Winter Haven, FL 33884 is a 3 bedroom, 3 bathroom, 2,370 sqft single-family home built in 1999. It last sold for $253,000 on Jul 24, 2025 (5% below the $265,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $250,600, with a rent estimate of $2,102/month.
Last check for updates: about 3 hours ago
Listed by Andrea Anderson, (863) 808-8626
S & D REAL ESTATE SERVICE LLC, (863) 824-7169
Bought with: Lana Cannon, (863) 514-5651, LA ROSA REALTY PRESTIGE, (863) 940-4850
Originating MLS: Lakeland
Source: Stellar MLS, MLS#L4950990
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 42 ENCLAVE DRIVE

Interior Features

Interior Details
Number of Rooms: 6Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2370 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity AvailableAppliances: Dishwasher, Microwave, Range, RefrigeratorDishwasherLaundry: InsideMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Ceramic Tile, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Carpet, Ceramic Tile, Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Irrigation SystemFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Other Parking: Garage Dimensions: 30x24No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Door Opener
Frontage
Road Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 133

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Villa
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 272831850502000420

Price & Status

Price
List Price: $265,000
Status Change & Dates
Off Market Date: Wed Jul 09 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: WINTER HAVENCommunity: CYPRESSWOOD ENCLAVE PH 02

Building

Building Area
Building Area: 2893 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Pool, Restaurant, Tennis Court(s)Not Senior Community

HOA

HOA Fee Includes: 24-Hour Guard, Common Area Taxes, Community Pool, Reserve Fund, Maintenance Structure, Maintenance Grounds, Pool MaintenanceHOA Name: Debbie SeradaAssociation for this Listing: LakelandHas an HOAHOA Fee: $429/Monthly

Lot Information

Lot Area: 2217 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, USDA Loan, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: L4950990Showing Requirements: Appointment Only, Combination Lock Box, Lockbox - Coded, ShowingTimeUniversal Property Id: US-12105-N-272831850502000420-R-N

Additional Information

ClubhouseGated Community - GuardGolf Carts OKPoolRestaurantTennis Court(s)

Price and Tax history

DateEventPrice
Jul 24, 2025
Source: Stellar MLS #L4950990
Sold
$253,000
Jul 10, 2025
Source: Stellar MLS #L4950990
Pending
$265,000
Jun 12, 2025
Source: Stellar MLS #L4950990
PriceChange
$265,000
Price decreased by 4%
Apr 29, 2025
Source: Stellar MLS #L4950990
PriceChange
$275,000
Price decreased by 5%
Apr 7, 2025
Source: Stellar MLS #L4950990
PriceChange
$290,000
Price decreased by 3%

Market trends in Winter Haven

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$258K
$2.5KMoM
Sale-to-List Price
98.3%
0.1%MoM
Price per sq ft
$160
$1MoM
Available listings
771
7MoM

Around this home

What Locals Say about Winter Haven

At least 800 Trulia users voted on each feature.

  • 83 % Say car is needed

  • 80 % Say parking is easy

  • 78 % Say yards are well-kept

  • 76 % Say it's dog friendly

  • 68 % Say there's holiday spirit

  • 64 % Say it's quiet

  • 61 % Say kids play outside

  • 49 % Say people would walk alone at night

  • 48 % Say there are sidewalks

  • 47 % Say they plan to stay for at least 5 years

  • 46 % Say streets are well-lit

  • 44 % Say neighbors are friendly

  • 43 % Say it's walkable to grocery stores

  • 32 % Say there's wildlife

  • 30 % Say it's walkable to restaurants

  • 24 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Cathyharris1222
    "Safe area for children and families "
    0
    Flag
  • Cocobrownie3
    "Freindly neighbors, Holloween is wonderful here, everyone loves to BBQ , and Santa Clause comes on Chismas Eve. Wonderful place to live. However, to schools are not so good. "
    0
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  • William David Evans
    "We have our personal cars have used uber a few times but not really necessary for us because we live close to most of the stores and restaurants "
    1
    Flag
  • Morgan Ivey-trask
    "Everyone is friendly and so nice. I like it here but I will be moving out soon to live in North Carolina to get my kids back and live a new life "
    2
    Flag
  • Madeline R
    "Its neighborly and quiet while still being close to the theme parks and airport. Ive lived here for 5 years and it was the best decision we made."
    0
    Flag
  • Miguel Catalano
    "Quiet neighborhood, everything you need is close by and affordable, and places of worship for everyone. Light traffic all the time and great restaurants all over town with views of the lake. Serenity is everywhere in Winter Haven."
    0
    Flag
  • Z64p52x99r
    "I don’t go to the community events in the area I solely go to work and home I enjoy this peace in the neighborhood "
    0
    Flag
  • John Van Volkenburgh
    "Quick. No issues as long as you don’t work in Orlando or Tampa. Rural and central to the state. Small town. I’m "
    0
    Flag
  • Jenna Strickler
    "Food giveaways, law enforcement always circling/passing by Security feels safe Not the best neighborhood overall, but I have not had an issue since living here. "
    0
    Flag
  • Emily Torres
    "I’ve lived close to this area for 3 years now and worked there for a year and a half. Very nice area !"
    1
    Flag
  • Anonymous
    "You can walk your dogs with no problems. Many houses are fenced. Dogs will bark but not bite. Dogs ca"
    0
    Flag
  • Bianca Nieves
    "A lot of cats on the NE side of winter haven other than that winter haven lots of parks for children good schools "
    4
    Flag
  • Nicole Horton
    "I don’t feel safe for my 13 year old son to walk to the middle school by himself. I drive him and pick him up every day."
    0
    Flag
  • Chris M
    "There is a farmers market every weekend. A lot of community activities every weekend. Christmas parade happened a few weekends ago. "
    1
    Flag
  • Yoflyboys
    "NW Winter Haven has turned into a dump site. Homeless has taken over bus stop. Inman park and the surrounding areas."
    4
    Flag
  • Oo7legend
    "Great for families to live in and feel part of a community. Needs more retailers, restaurants and higher rated schools."
    30
    Flag
  • April_stylist
    "Quiet hard working families, no issues with traffic or safety we love this area. Very friendly folks"
    5
    Flag
  • Angmartinez05
    "Not much to do in terms of attractions but safe everywhere. 45 min from either Orlando or Tampa. Friendly people "
    0
    Flag
  • Katia S.
    "I live there for 3 years ,it’s quiet,I don’t have any complaint against it.I recommend it for a start,no to stay for a long time .I live close to the park.i like it and I feel safe."
    1
    Flag
  • Atrollergirl
    "My commute is nice. I live 1 mile from Wahneta and I'm located near Bartow, Eagle Lake, Winter Haven."
    0
    Flag
  • Carly.m.williams
    "The area is a family friendly area. High traffic area also. Schools and shopping nearby. Legoland brings in a lot of traffic also"
    0
    Flag
  • Nakeem G.
    "My neighborhood in walking distance to a college, police station, farmers market, hair store, hospital/clinics and parks"
    11
    Flag
  • Joan
    "I live in this great neighborhood with great neighbors who get along. Quiet neighborhood. It feels safe."
    0
    Flag
  • Angela S.
    "Very busy front Street with big trucks daily passing by. Car speed a lot on the main road thru the area. "
    0
    Flag
  • Carly.m.williams
    "The area is very family friendly in my opinion. Never had any issues with neighbors. Quite a few stray cats but no issues."
    0
    Flag
  • Nancy F.
    "I see people walking there dogs daily. we have a dog park in the community very nice area they are allowed off the leash in the fenced in area, they can run and play freely, very friendly area for them all maintained spayed often to keep fleas away.. pet friendly area. "
    1
    Flag
  • Jennycomp
    "There are no sidewalks or places to walk your dogs. They are forced to use people’s yards and they get upset."
    0
    Flag
  • Gina K.
    "Halloween is great here!!! Trick or treating is like a giant party and there’s so much fun going on. "
    0
    Flag
  • Shelley P.
    "the downtown markets on 2and saturday, the water show @ lake howard things that go on at the church's and community centers n parks. I love Winter Haven I can go on and on just being able to walk lake"
    22
    Flag
  • Martha K.
    "My neighborhood is nice and quiet and their isn’t any crimes they maintain over here but sometimes the neighbors can be loud."
    0
    Flag
  • Shelley P.
    "traffic can be a little heavy on the main roads n have a tendency to speed thru the side streets. But overall the traffic is decent."
    5
    Flag
  • John D. B.
    "very quiet,peaceful...laid back family oriented neighborhoods... older community.... spirit lake road can get busy with traffic noice.... best to live away from spirit lake road.."
    0
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  • Basapooh81
    "Winter Haven holds a lot of community events. They have something going on mostly every weekend in downtown winter Haven. Winter Haven has Legoland park and water park also. "
    10
    Flag
  • Cdixon496
    "Dog owners would like the fact that there is plenty of open fields and place for the dogs to run around."
    0
    Flag
  • Victoria W.
    "Some people don’t pick up after their dogs and some dog parks aren’t well kept. You can walk your dog easily with a lot of sidewalks and areas to walk to"
    14
    Flag
  • Mp19601
    "I just work around the area and every time i talk to sombody there nice and no complane for nothing...maybe i move in this area one fay"
    0
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  • Solomon G. .
    "Yes it’s nice area to be in no issues what so ever I like it very much . Can’t say anything bad nor good "
    1
    Flag
  • Norma.G
    "Well the associated need to be more strict,and severe with the Owners each property, how they park at the street, not at the grass, do not allow any car on the side of street,they should park at there own driveway ,and the driving at the neighbors area should be limited speed,driving to fast can cause hitting someone."
    0
    Flag
  • DR
    "Work is minutes away. Hardly ever go anywhere but Orlando as I don’t feel theres anything to do around here."
    0
    Flag
  • Ctjohns34
    "Neighbors complain about walking dogs, dogs only recently became allowed in this community and some neighbors resist change "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 42 ENCLAVE DRIVE

  • What is 42 ENCLAVE DRIVE estimated to be worth?
    Trulia's estimated value for 42 ENCLAVE DRIVE in Winter Haven, FL is $250,600.
  • What is the price history for 42 ENCLAVE DRIVE?
    42 ENCLAVE DRIVE in Winter Haven, FL last sold for $253,000 in July 2025.
  • Is Winter Haven a buyer's or seller's market?
    Winter Haven is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Haven?
    The median sale price in Winter Haven is $258K. That is down $2.5K from the prior month.
  • Does 42 ENCLAVE DRIVE have air conditioning?
    Yes, 42 ENCLAVE DRIVE in Winter Haven, FL has air conditioning.
  • Does 42 ENCLAVE DRIVE have a pool?
    Yes, 42 ENCLAVE DRIVE in Winter Haven, FL has a pool.

Explore by feature - Pet Friendly

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