166 Jay Dr, Winter Haven, FL 33880
Property image
Property image
OFF MARKET

166 Jay Dr
Winter Haven, FL 33880

  • 2 Beds
  • 2 Baths
  • 780 sqft

$38,900

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $322/mo*
Refinance Your Home

$38,900

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $322/mo*
Refinance Your Home
2 Beds
2 Baths
780 sqft

Home Value

Trulia Estimate
$38.9K
Since last month
Increased$3K (+8.2%)
Since last year
Decreased$6K (-12.8%)
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 decreased by -31% in the last 10 years
MonthEstimated value
2026
August 2026$42K
July 2026$39K
June 2026$67K
May 2026$69K
April 2026$65K
March 2026$64K
February 2026$64K
January 2026$80K
2025
2024
2023
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
435 VILLAGE CIRCLE SW, Winter Haven, FL
0.25
Mobile / Manufactured
$120,000
08/20/26
2
2
1,120
418 VILLAGE CIRCLE SW, Winter Haven, FL
0.29
Mobile / Manufactured
$165,000
10/20/25
2
2
1,053
443 VILLAGE CIRCLE SW, Winter Haven, FL
0.27
Mobile / Manufactured
$155,000
10/03/25
2
2
1,196
409 VILLAGE CIRCLE SW, Winter Haven, FL
0.33
Mobile / Manufactured
$112,000
07/15/26
2
2
1,040
470 VILLAGE CIRCLE SW, Winter Haven, FL
0.36
Mobile / Manufactured
$120,500
07/10/26
2
2
1,128
451 VILLAGE CIRCLE SW, Winter Haven, FL
0.29
Mobile / Manufactured
$164,500
09/15/25
2
2
1,456
454 VILLAGE CIRCLE SW, Winter Haven, FL
0.35
Mobile / Manufactured
$137,000
07/31/26
2
2
1,620
1511 GAINES ROAD, Winter Haven, FL
0.56
Mobile / Manufactured
$140,000
07/23/26
3
1.5
860
451 Village Ct, Winter Haven, FL
0.28
Mobile / Manufactured
$164,500
09/15/25
2
2
-
4192 ROLLING OAKS DRIVE, Winter Haven, FL
0.96
Mobile / Manufactured
$129,900
03/31/26
2
2
1,056

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
167 Jay Dr #JAY167, Winter Haven, FL 33880
0.01
$105,700
2
2
960
Off Market
154 Jay Dr #JAY154, Winter Haven, FL 33880
0.03
$95,200
2
2
960
Off Market
162 Jay Dr #JAY162, Winter Haven, FL 33880
0.05
-
2
1
624
Off Market
149 Jay Dr #JAY149, Winter Haven, FL 33880
0.06
-
2
2
1,056
Off Market
160 Jay Dr #JAY160, Winter Haven, FL 33880
0.06
$105,700
2
2
960
Off Market
151 Jay Dr #JAY151, Winter Haven, FL 33880
0.07
-
2
1
624
Off Market
164 Jay Dr #JAY164, Winter Haven, FL 33880
0.04
$95,200
2
2
960
Off Market
138 Jay Dr, Winter Haven, FL 33880
0.08
-
3
2
1,248
Off Market
165 Jay Dr #JAY165, Winter Haven, FL 33880
0.05
-
2
2
960
Off Market
131 Jay Dr #JAY131, Winter Haven, FL 33880
0.10
$84,300
2
2
960
Off Market
146 Lake Charlotte Dr W, Winter Haven, FL 33880
0.11
$105,700
2
2
960
Off Market
76 Charlotte St W, Winter Haven, FL 33880
0.09
$28,900
2
1.5
-
For Sale

Local Information

  • Map ViewExplore the area around 166 Jay Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Mobile/Manufactured
Year Built
1993
Living Area
780 sqft
Price/Sqft
$50

About this House

Winter Haven MHP is a pet friendly, 55+ active adult community centrally located in Winter Haven, Florida. Here you own the home and lease the land. Lot rent is approximately $521.41 which includes trash service and park amenities for you and your guests to enjoy...... Beautiful 1993 single-wide with vaulted ceilings, open concept living and a split floor plan featuring 2-Bedrooms and 2-baths and 2 driveways!..... Upgrades make this home even more appealing: * 2010 - New Shingle Roof / 20 year roof... * 2014 - New Central Air & Heat / Serviced annually... * 2018 - New Laminate Plank Flooring; Padded & Waterproof - main living & hallway... * 2018 - New Vinyl Windows in Living Room and Main Bedroom..... Unpack and relax in your new Florida home! This home is sold turnkey, just pack your clothes!..... Enter into the spacious living room (14'2" x 12'9") featuring gorgeous plank flooring and vaulted ceilings with windows on both walls welcoming the flow of natural light...furnished with a couch, 2 chairs, end table and a TV w/stand.... See right through the breakfast bar into the large kitchen with eat-in dining (13'2" x 12'9"), with adequate counter space, tons of upper & lower cabinets and a breakfast nook, this is a chef's delight. There is a table and 4 chairs.... Privacy is key in this home. The main bedroom (12' x 10'6") is snuggled in the back of the home and comes with a full-size bed and nightstand along with a TV & stand. The en-suite bathroom features a walk-in shower.... Between the kitchen & main bedroom is a cubby that is perfect for a home office. There is also a second exit door for quick access to the side-situated screened lanai (13 x 12). Adjacent is the attached storage shed that also houses the laundry. Washer will remain with the home.... The guest quarters are located on the opposite end of the home. The guest bathroom is located in the hallway just behind the living room. It is quite spacious and has a shower/tub combo. You will find towels and shelving in the spacious linen closet.... The guest bedroom (9'5" x 10'6") is front-facing with bay windows to bring in natural light. It is adequately spaced and furnished with a queen-size bed, nightstand and a dresser.... Grab this before someone else does. CALL NOW to visit this fantastic home!
166 Jay Dr, Winter Haven, FL 33880 is a 2 bedroom, 2 bathroom, 780 sqft mobile/manufactured built in 1993. It is currently off market. The Trulia Estimate is $38,900, with a rent estimate of $1,015/month.

Home Details for 166 Jay Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
MicrowaveRefrigeratorWasher

Property Information

Year Built
Year Built: 1993
Property Type / Style
Property Type: Mobile Manufactured

Rental Terms, Policies & Fees

Furnished

Exterior Features

Pool
Pool

Additional Information

Fifty Five Plus Active Community

Price and Tax history

DateEventPrice
Jan 29, 2021
Source: My State MLS #10945444
ListingRemoved
$15,500
Jan 21, 2021
Source: Agent Provided
PendingToActive
$15,500
Jan 4, 2021
Source: Agent Provided
Pending
$15,500
Nov 24, 2020
Source: Agent Provided
PriceChange
$15,500
Price decreased by 21%
Oct 14, 2020
Source: Agent Provided
Listed For Sale
$19,500

Market trends in Winter Haven

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$260K
$3.28KMoM
Sale-to-List Price
98.4%
0.2%MoM
Price per sq ft
$161
$4MoM
Available listings
778
10MoM

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

Frequently asked questions about 166 Jay Dr

  • What is 166 Jay Dr estimated to be worth?
    Trulia's estimated value for 166 Jay Dr in Winter Haven, FL is $38,900.
  • 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.
  • What do residents say about Winter Haven?
    Residents describe Winter Haven, FL as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Winter Haven, FL.
  • Does 166 Jay Dr have air conditioning?
    Yes, 166 Jay Dr in Winter Haven, FL has air conditioning.
  • Does 166 Jay Dr have a pool?
    Yes, 166 Jay Dr in Winter Haven, FL has a pool.

Explore by feature - Pet Friendly

250 pet-friendly rentals in Winter Haven, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

284 rentals with air conditioning in Winter Haven, FL

Explore by feature - Pool

161 rentals with a pool in Winter Haven, FL

Explore by feature - Washer/dryer

246 rentals with a washer/dryer in Winter Haven, FL

Explore by feature - Outdoor Space

65 rentals with an outdoor space in Winter Haven, FL

Apartments for Rent

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Off Market Homes Near 166 Jay Dr

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