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Open: Sun 12pm-2pm
For salePrice cut: $5K (10/7)
$475,000
3beds
1,665sqft

1055 CHESTERFIELD CIRCLE, WINTER SPRINGS, FL 32708

3beds
1,665sqft
Single Family Residence
Built in 1984
0.34 Acres Lot
$472,600 Zestimate®
$285/sqft
$25/mo HOA

What's special

Virtually Staged. Beautiful pool home located in the highly desirable Amherst community of Winter Springs! Situated on an oversized .34-acre lot, this well-maintained 3-bedroom, 2-bath home offers a spacious split-bedroom floor plan with vaulted ceilings, abundant natural light, and a cozy wood-burning fireplace in the oversized family room. Updated bathrooms and ceramic wood looking flooring in main living areas. The screened with an large pool and covered lanai create the perfect setting for year-round outdoor living and entertaining, and no rear neighbors for privacy. Property has fiber optics, 50 amp car charger in garage, and nest thermostat for A/C. The primary suite features a walk-in closet and spacious bath with dual sinks newly remodeled. Additional highlights include a 2-car garage, irrigation system, rain gutters, public utilities, and low annual HOA dues. New Roof (2025), New Water Heater & A/C (2024). Conveniently located near top-rated Seminole County schools, parks, shopping, dining, major roadways, and the 417.

125 days
|
325
|
13
|
Source: Stellar MLS,MLS#: O6413841MLS LogoOriginating MLS: Orlando Regional
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Brittany Zapitz 321-230-4445,

LPT REALTY, LLC 877-366-2213

Source: Stellar MLS,MLS#: O6413841MLS LogoOriginating MLS: Orlando Regional

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 3
  • Bathrooms: 2
  • Full bathrooms: 2
Primary bedroom
  • Features: Ceiling Fan(s), Walk-In Closet(s)
  • Level: First
  • Area: 208 Square Feet
  • Dimensions: 13x16
Bedroom 2
  • Features: Ceiling Fan(s), Built-in Closet
  • Level: First
  • Area: 120 Square Feet
  • Dimensions: 12x10
Bedroom 3
  • Features: Ceiling Fan(s), Built-in Closet
  • Level: First
  • Area: 132 Square Feet
  • Dimensions: 12x11
Primary bathroom
  • Features: Dual Sinks
  • Level: First
  • Area: 108 Square Feet
  • Dimensions: 9x12
Dinette
  • Features: Ceiling Fan(s)
  • Level: First
  • Area: 48 Square Feet
  • Dimensions: 8x6
Family room
  • Features: Ceiling Fan(s)
  • Level: First
  • Area: 390 Square Feet
  • Dimensions: 15x26
Kitchen
  • Features: Pantry
  • Level: First
  • Area: 90 Square Feet
  • Dimensions: 10x9
Living room
  • Features: Ceiling Fan(s)
  • Level: First
  • Area: 132 Square Feet
  • Dimensions: 12x11
Heating
  • Electric
Cooling
  • Central Air
Appliances
  • Included: Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
  • Laundry: Inside, Laundry Room
Features
  • Ceiling Fan(s), Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
  • Flooring: Carpet, Ceramic Tile, Laminate
  • Doors: Sliding Doors
  • Has fireplace: Yes
  • Fireplace features: Family Room, Wood Burning
Interior area
  • Total structure area: 2,485
  • Total interior livable area: 1,665 sqft
Video & virtual tour

Property

Parking
  • Total spaces: 2
  • Parking features: Driveway, Garage Door Opener
  • Attached garage spaces: 2
  • Has uncovered spaces: Yes
  • Details: Garage Dimensions: 19x20
Features
  • Levels: One
  • Stories: 1
  • Patio & porch: Covered, Rear Porch, Screened
  • Exterior features: Irrigation System, Rain Gutters
  • Has private pool: Yes
  • Pool features: Gunite, In Ground, Screen Enclosure
  • Spa features: In Ground
  • Has view: Yes
  • View description: Trees/Woods
Lot
  • Size: 0.34 Acres
  • Dimensions: 90 x 150
  • Features: In County, Sidewalk
Details
  • Parcel number: 13213050900000110
  • Zoning: RES
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Property subtype: Single Family Residence
Materials
  • Stucco
  • Foundation: Slab
  • Roof: Shingle
Condition
  • Completed
  • New construction: No
  • Year built: 1984

Utilities & green energy

  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Fire Hydrant, Phone Available, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected

Community & HOA

Community
  • Features: Fishing, Deed Restrictions, Sidewalks
  • Pet fee: $0 monthly
  • Subdivision: AMHERST
HOA
  • Has HOA: Yes
  • HOA fee: $25 monthly
  • HOA name: Michael Blake
  • HOA phone: 407-619-8782
Location
  • Region: Winter Springs

Financial & listing details

  • Price per square foot: $285/sqft
  • Tax assessed value: $368,983
  • Annual tax amount: $5,048
  • Date on market: 6/4/2026
  • Cumulative days on market: 79 days
  • Listing terms: Cash,Conventional,FHA,VA Loan
  • Ownership: Fee Simple
  • Total actual rent: 27600
  • Electric utility on property: Yes
  • Road surface type: Paved, Asphalt

Price history

DateEventPrice
10/7/2026Price change$475,000-1%$285/sqft
Source: Stellar MLS #O6413841
8/19/2026Price change$480,000-2%$288/sqft
Source: Stellar MLS #O6413841
8/3/2026Price change$490,000-2%$294/sqft
Source: Stellar MLS #O6413841
6/30/2026Listed for sale$499,900$300/sqft
Source: Stellar MLS #O6413841
6/28/2026Pending sale$499,900$300/sqft
Source: Stellar MLS #O6413841
6/23/2026Price change$499,900-2%$300/sqft
Source: Stellar MLS #O6413841
6/18/2026Price change$510,000-1%$306/sqft
Source: Stellar MLS #O6413841
6/4/2026Listed for sale$515,000+66.1%$309/sqft
Source: Stellar MLS #O6413841
11/10/2022Listing removed--
Source: Zillow Rental Network_1
11/6/2022Listed for rent$2,800$2/sqft
Source: Zillow Rental Network_1 #O6070640
1/25/2021Sold$310,000+3.3%$186/sqft
Source: Public Record
12/5/2020Pending sale$300,000$180/sqft
Source: RESOURCE REALTY SERVICES, INC. #O5909005
12/3/2020Listed for sale$300,000$180/sqft
Source: RESOURCE REALTY SERVICES, INC. #O5909005

Public tax history

YearProperty taxesTax assessment
2025$5,450 +13.3%$368,983 +1.3%
2024$4,812 +1.3%$364,324 +2%
2023$4,751 +25.7%$357,024 +11%
2022$3,779 -0.5%$321,687 +26.1%
2021$3,798 +96.6%$255,033 +56.1%
2020$1,932 +1.3%$163,398 +2.3%
2019$1,908 $159,724 +1.9%
2018$1,908 +1.2%$156,746 +2.1%
2017$1,885 +1%$153,522 +1.4%
2016$1,867 -1.7%$151,417 +1.4%
2015$1,900 $149,319 +0.8%
2014$1,900 +14.1%$148,134 +1.5%
2013$1,665 +7.5%$145,945 +1.7%
2012$1,549 +3%$143,505 +3%
2011$1,503 +1.1%$139,325 +1.5%
2010$1,487 +4.6%$137,266 +2.7%
2009$1,422 +3.7%$133,657 +0.1%
2008$1,371 -6.8%$133,523 +3%
2007$1,471 -5.4%$129,634 +2.5%
2006$1,555 +2.3%$126,472 +3%
2005$1,520 +0.8%$122,788 +3%
2004$1,508 +1.1%$119,212 +1.9%
2003$1,491 -3.6%$116,989 +2.4%
2002$1,546 +4.5%$114,247 +4.6%
2000$1,479 $109,173

Find assessor info on the county website

Monthly payment

Est. payment
$3,235/mo
Principal & interest
$2624
Property taxes
$586
HOA Fees
$25
More affordability toolsChevron Right

Estimated market value

$472,600

$449,000 - $496,000

$2,769/mo

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 32708

Nearby schools

Rainbow Elementary School
Grades PK-5 • 1.3 miles
10/10
GreatSchools® Rating
Test Score Rating
10/10
Student Progress Rating
10/10
Indian Trails Middle School
Grades 6-8 • 2 miles
7/10
GreatSchools® Rating
Test Score Rating
7/10
Student Progress Rating
6/10
Winter Springs High School
Grades 9-12 • 3.1 miles
6/10
GreatSchools® Rating
Test Score Rating
5/10
College Readiness Rating
5/10
Student Progress Rating
7/10

Open house

  • Sun, Oct 11

    12:00 PM - 2:00 PM

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