1908 CROSSROADS BOULEVARD, Winter Haven, FL 33881
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FOR SALE
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1908 CROSSROADS BOULEVARD
Winter Haven, FL 33881

  • 4 Beds
  • 3 Baths
  • 2,781 sqft

$395,000

Original price: $419,000
Est. Mortgage $2,731/mo*
Get Pre-Qualified

$395,000

Original price: $419,000
Est. Mortgage $2,731/mo*
Get Pre-Qualified
4 Beds
3 Baths
2,781 sqft

Home Highlights

Parking
3 Car Garage
HOA
$133/Monthly
Price/Sqft
$142
Listed
105 days ago
Climate Control
Central & Central Air

Local Information

  • Map ViewExplore the area around 1908 CROSSROADS BOULEVARD.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

MAJOR PRICE DROP! SELLER MOTIVATED!!! Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to this beautifully maintained residence located in the highly desirable gated community of Crossroads at Lake Region. This spacious four-bedroom, three-bathroom home with a dedicated office offers the perfect blend of comfort and functionality. As you arrive, you’re welcomed by a handsome paver driveway that adds both charm and curb appeal. Step inside to soaring vaulted ceilings and an open-concept floor plan, ideal for both everyday living and entertaining. Expansive living and dining areas flow effortlessly, creating a bright, airy feel throughout the home. The oversized primary suite, located just off the main living area, is a true retreat. It features a luxurious en suite bathroom complete with a large soaking tub, separate walk-in shower, dual sinks, and a spacious walk-in closet. Fresh interior paint gives the home a crisp, updated look, and a new roof provides added peace of mind. A private office offers the perfect space to work from home or can easily flex to fit your lifestyle. This home is situated just a short distance away from the community pool and hot tub. This one checks all the boxes!
Last check for updates: about 3 hours ago
Listing Provided by: Jill Lingenfelter, (863) 242-0900
CENTURY 21 MYERS REALTY, (863) 875-5656
Originating MLS: East Polk
Source: Stellar MLS, MLS#P4935563
Also Listed on Stellar MLS.
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 1908 CROSSROADS BOULEVARD

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Primary Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2781 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Sewer Available, Water ConnectedAppliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, WasherDishwasherDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Carpet, Tile
View
No View

Exterior Features

Exterior Home Features
Roof: ShingleExterior: Irrigation System, Rain GuttersFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Garage Attached
Frontage
Road Surface Type: AsphaltNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 323Days on Market: 105

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: StuccoNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 272819829621000260

Price & Status

Price
List Price: $395,000Price Per Sqft: $142
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: WINTER HAVENCommunity: CROSSROADS AT LAKE REGION
School Information
Elementary School: Elbert ElemJr High / Middle School: Denison MiddleHigh School: Winter Haven Senior

Agent Information

Listing Agent
Listing ID: P4935563

Building

Building Area
Building Area: 3528 Square Feet

Community

Not Senior Community

HOA

HOA Fee Includes: Community PoolHOA Name: Highland community managementHOA Phone: 863-940-2863Association for this Listing: East PolkHas an HOAHOA Fee: $133/Monthly

Lot Information

Lot Area: 10663 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: P4935563Back On Market Date: Fri Jul 31 2026Showing Requirements: Appointment Only, Lockbox - Coded, ShowingTimeUniversal Property Id: US-12105-N-272819829621000260-R-N

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

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

Home Value

Trulia Estimate
$393K
Since last month
Increased$4K (+0.9%)
Since last year
Decreased$71K (-15.3%)
Since last sale
Increased$133K (+51%)
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 +63% in the last 10 years
MonthEstimated value
2026
August 2026$393K
July 2026$389K
June 2026$412K
May 2026$413K
April 2026$436K
March 2026$435K
February 2026$440K
January 2026$441K
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
2512 SHERWOOD STREET, Winter Haven, FL
0.13
Single-Family Home
$460,000
04/22/26
4
3
2,697
1988 CROSSROADS BOULEVARD, Winter Haven, FL
0.15
Single-Family Home
$495,000
05/07/26
4
3
2,781
1936 CROSSROADS BOULEVARD, Winter Haven, FL
0.13
Single-Family Home
$489,000
06/02/26
4
3
2,467
2405 MELROSE STREET, Winter Haven, FL
0.13
Single-Family Home
$495,000
03/02/26
4
2
2,756
132 LAKE REGION CIRCLE, Winter Haven, FL
0.39
Single-Family Home
$414,500
09/29/25
3
3
2,486
4872 SUMMERFIELD CIRCLE, Winter Haven, FL
0.45
Single-Family Home
$275,000
05/22/26
4
2
1,782
528 CODY CALEB DRIVE, Winter Haven, FL
0.69
Single-Family Home
$300,000
06/25/26
4
2.5
2,250
508 CODY CALEB DRIVE, Winter Haven, FL
0.65
Single-Family Home
$325,000
06/18/26
5
3
2,460
3742 FIELDSTONE CIRCLE, Winter Haven, FL
0.44
Single-Family Home
$290,000
07/31/26
3
2
1,919

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
2128 CLERMONT STREET, Winter Haven, FL 33881
0.09
$447,400
4
3.5
3,742
Off Market
10 WEBB ROAD, Winter Haven, FL 33881
0.06
$648,000
4
2.5
2,001
Off Market
3045 COUNTRY CLUB CIRCLE, Winter Haven, FL 33881
0.14
$290,800
3
2
1,672
Off Market
3228 COUNTRY WALK CLUB CIRCLE, Winter Haven, FL 33881
0.17
$354,800
5
3
2,616
For Sale
3028 COUNTRY CLUB CIRCLE, Winter Haven, FL 33881
0.17
$302,000
3
2
1,690
Off Market
3116 COUNTRY CLUB CIRCLE, Winter Haven, FL 33881
0.17
$316,800
4
2
1,851
Off Market
2405 MELROSE STREET, Winter Haven, FL 33881
0.13
$495,000
4
2
2,756
Recently Sold
1936 CROSSROADS BOULEVARD, Winter Haven, FL 33881
0.13
$489,000
4
3
2,467
Recently Sold
1992 CROSSROADS BOULEVARD, Winter Haven, FL 33881
0.14
$336,800
4
3
1,889
Off Market
2512 SHERWOOD STREET, Winter Haven, FL 33881
0.13
$460,000
4
3
2,697
Recently Sold
1988 CROSSROADS BOULEVARD, Winter Haven, FL 33881
0.15
$495,000
4
3
2,781
Recently Sold

Price and Tax history

DateEventPrice
Jul 6, 2026
Source: Stellar MLS #P4935563
PriceChange
$395,000
Price decreased by 6%
May 30, 2026
Source: Stellar MLS #P4935563
PriceChange
$419,000
Price decreased by 0%
May 6, 2026
Source: Stellar MLS #P4938657
Listed For Sale
$419,900
Mar 28, 2026
Source: Stellar MLS #P4935563
ListingRemoved
$445,000
Feb 28, 2026
Source: Stellar MLS #P4935563
PriceChange
$445,000
Price decreased by 1%

LGBTQ Local Legal Protections

Jill Lingenfelter, CENTURY 21 MYERS REALTY, (863) 875-5656
Agent Phone: (863) 242-0900

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Frequently asked questions about 1908 CROSSROADS BOULEVARD

  • What is the estimated monthly payment for 1908 CROSSROADS BOULEVARD?
    Based on a $395,000 list price with 20% down at today's rates, the estimated monthly payment for 1908 CROSSROADS BOULEVARD in Winter Haven, FL is approximately $2,638 (about $2,056 principal & interest, $507 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 1908 CROSSROADS BOULEVARD compare to homes in Winter Haven?
    1908 CROSSROADS BOULEVARD in Winter Haven, FL is listed at $395,000, about 52% above the $260K median sale price in Winter Haven.
  • 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 homes for sale in Winter Haven, FL.
  • What are the closest schools to 1908 CROSSROADS BOULEVARD?
    The closest schools to 1908 CROSSROADS BOULEVARD in Winter Haven, FL are Denison Middle School (rated 3/10), Elbert Elementary School (Pre-K, rated 2/10), Winter Haven Senior High School (rated 3/10).
  • Does 1908 CROSSROADS BOULEVARD have air conditioning?
    Yes, 1908 CROSSROADS BOULEVARD in Winter Haven, FL has air conditioning.
  • Does 1908 CROSSROADS BOULEVARD have a pool?
    Yes, 1908 CROSSROADS BOULEVARD in Winter Haven, FL has a pool.
1908 CROSSROADS BOULEVARD, Winter Haven, FL 33881 is a 4 bedroom, 3 bathroom, 2,781 sqft single-family home built in 2008. This property is currently available for sale and was listed by Stellar MLS on May 8, 2026. The MLS # for this home is MLS# P4935563.