44 Enclave Dr, Winter Haven, FL 33884
Property image
Property image
OFF MARKET

$244,800

Trulia Estimate
as of Aug 30, 2026
  • 3 Beds
  • 2 Baths
  • 1,637 sqft
  • 3 Beds
  • 2 Baths
  • 1,637 sqft

44 Enclave Dr, Winter Haven, FL 33884

Home Highlights

Property Type
Townhouse
Living Area
1,637 sqft
Price/Sqft
$150
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 44 Enclave Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Move-in ready home in the highly desirable gated community of Cypresswood Golf and Country Club featuring interior laundry, open concept living space, serene pasture views from your screened porch, a two-car attached garage, and so much more. The split bedroom floorplan provides a spacious primary bedroom with an en suite bathroom and walk-in closet and two additional bedrooms while the huge living area offers a wonderful space for relaxing and entertaining that's connected to the kitchen with a breakfast bar and dining nook. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse with restaurant and pro-shop, event space, and so much more. This home is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options. Up to three pets allowed with prior approval; applications approved based on creditworthiness and income equal to at least 3x monthly rent, otherwise additional security deposit and/or co-signor may be required.

Minimum security deposit equal to one month's rent pending income and creditworthiness. Up to three (3) pets allowed with prior approval for $100 non-refundable pet fee and $25/month per pet. Tenant responsible for all utilities. Exterior and grounds maintenance, professional management, and repairs included with lease. Community pool and tennis amenities included with lease.
44 Enclave Dr, Winter Haven, FL 33884 is a 3 bedroom, 2 bathroom, 1,637 sqft townhouse. It last sold for $140,000 on Apr 24, 2017 (7,678% above the $1,800 asking price). More recently, it was listed as a rental in March 2025 with an asking price of $1,800 per month. That rental listing was removed on April 14, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $244,800, with a rent estimate of $1,962/month.

Home Details for 44 Enclave Dr

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: Central AirHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherRefrigerator
Levels, Entrance, & Accessibility
Floors: Carpet, Tile

Property Information

Property Type / Style
Property Type: Townhouse

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 44 Enclave Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
415 Sol Vista Dr, Dundee, FL
1.95
Townhouse
$254,000
01/23/26
3
2.5
1,835 sqft
325 SOL VISTA DRIVE, Dundee, FL
2.30
Townhouse
$229,399
03/27/26
3
2.5
1,628 sqft
524 HART LANE, Dundee, FL
2.30
Townhouse
$235,000
09/29/25
3
2.5
1,628 sqft
624 POPPY LANE, Dundee, FL
2.31
Townhouse
$232,999
12/23/25
3
2.5
1,628 sqft
331 SOL VISTA DRIVE, Dundee, FL
2.31
Townhouse
$241,999
11/21/25
3
2.5
1,787 sqft
612 Poppy Ln, Dundee, FL
2.30
Townhouse
$245,000
01/20/26
3
2.5
1,787 sqft
890 POPPY LANE, Dundee, FL
2.32
Townhouse
$235,900
11/21/25
3
2.5
1,731 sqft
530 HART LANE, Dundee, FL
2.34
Townhouse
$235,000
10/23/25
3
2.5
1,628 sqft
313 SOL VISTA DRIVE, Dundee, FL
2.29
Townhouse
$253,499
12/19/25
3
2.5
1,787 sqft
518 Hart Ln, Dundee, FL
2.30
Townhouse
$249,000
10/16/25
3
2.5
1,787 sqft

Nearby homes

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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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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

Price and Tax history

DateEventPrice
Apr 14, 2025
Source: Zillow Rentals
ListingRemoved
$1,800
Mar 4, 2025
Source: Zillow Rentals
Listed For Rent
$1,800
Dec 28, 2018
Source: Agent Provided
ListingRemoved
$1,350
Dec 4, 2018
Source: Agent Provided
Listed For Rent
$1,350
Apr 24, 2017
Source: N/A
Sold
$140,000

Frequently asked questions about 44 Enclave Dr

  • What is 44 Enclave Dr estimated to be worth?
    Trulia's estimated value for 44 Enclave Dr in Winter Haven, FL is $244,800.
  • What is the price history for 44 Enclave Dr?
    44 Enclave Dr in Winter Haven, FL last sold for $140,000 in April 2017.
  • 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 $260K. That is up $3.28K from the prior month.
  • Does 44 Enclave Dr have air conditioning?
    Yes, 44 Enclave Dr in Winter Haven, FL has air conditioning.
  • Does 44 Enclave Dr have parking?
    Yes, 44 Enclave Dr in Winter Haven, FL has on-site parking.

Homes for rent near 44 Enclave Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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