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. 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.
For sale
Price cut: $10.1K (6/23)
$499,900
1055 Chesterfield Cir, Winter Springs, FL 32708
3beds
1,665sqft
Single Family Residence
Built in 1984
0.34 Acres Lot
$494,300 Zestimate®
$300/sqft
$25/mo HOA
What's special
- 30 days |
- 1,516 |
- 143 |
Zillow last checked:
Listing updated:
Listed by:
Brittany Zapitz 321-230-4445,
LPT REALTY, LLC 877-366-2213
Source: Stellar MLS,MLS#: O6413841
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
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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, Solar Heat
- 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, 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: $300/sqft
- Tax assessed value: $368,983
- Annual tax amount: $5,048
- Date on market: 6/4/2026
- Cumulative days on market: 28 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
Estimated market value
$494,300
$470,000 - $519,000
$2,546/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/30/2026 | Listed for sale | $499,900$300/sqft |
Source:  Stellar MLS #O6413841 Report a problem | ||
| 6/28/2026 | Pending sale | $499,900$300/sqft |
Source: Stellar MLS #O6413841 Report a problem | ||
| 6/23/2026 | Price change | $499,900-2%$300/sqft |
Source: Stellar MLS #O6413841 Report a problem | ||
| 6/18/2026 | Price change | $510,000-1%$306/sqft |
Source: Stellar MLS #O6413841 Report a problem | ||
| 6/4/2026 | Listed for sale | $515,000+66.1%$309/sqft |
Source: Stellar MLS #O6413841 Report a problem | ||
| 11/10/2022 | Listing removed | -- |
Source: Zillow Rental Network_1 Report a problem | ||
| 11/6/2022 | Listed for rent | $2,800$2/sqft |
Source: Zillow Rental Network_1 #O6070640 Report a problem | ||
| 1/25/2021 | Sold | $310,000+3.3%$186/sqft |
Source: Public Record Report a problem | ||
| 12/5/2020 | Pending sale | $300,000$180/sqft |
Source: RESOURCE REALTY SERVICES, INC. #O5909005 Report a problem | ||
| 12/3/2020 | Listed for sale | $300,000$180/sqft |
Source: RESOURCE REALTY SERVICES, INC. #O5909005 Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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
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Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 32708
Nearby schools
GreatSchools rating
- 10/10Rainbow Elementary SchoolGrades: PK-5Distance: 1.3 mi
- 7/10Indian Trails Middle SchoolGrades: 6-8Distance: 2 mi
- 6/10Winter Springs High SchoolGrades: 9-12Distance: 3.1 mi
Schools provided by the listing agent
- Elementary: Rainbow Elementary
- Middle: Indian Trails Middle
- High: Winter Springs High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Florida
- Seminole County
- Winter Springs
- 32708
- 1055 Chesterfield Cir
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