Open House 9/5 11am - 1pm
41 Gildersleeve Road
Portland, CT, 06480 $ 849,900
Bedrooms3 Baths3.1 Sq 3,355 Monthly Estimate*
$ 5,366
for $849,900 with 3 bedrooms and 3 full baths, 1 half bath. This 3,355 square foot home was built in 2013 on a lot size of 2.03.
Rarely available, this exceptional custom built home sits on 2.03 acres bordering the Portland Golf Course. Welcome to 41 Gildersleeve Road an oversized Cape, offering approximately 3,355 square feet of thoughtfully designed living space. The open-concept floor plan features spacious rooms, quality finishes, and an inviting layout designed for both everyday living and entertaining. Beautiful hardwood floors flow throughout the home, complemented by a gas fireplace framed by custom built-ins. On chilly evenings, gather around the fire and enjoy the warmth and comfort of this welcoming space. The thoughtfully designed floor plan creates an easy flow between the living, dining, and entertaining areas. Large windows fill the home with abundant natural light, enhancing the open and airy feel throughout. The home currently offers three bedrooms and three-and-a-half baths, with the flexibility of two potential primary bedroom suites-one on the first floor and another on the second floor. This versatile layout provides options to suit a variety of living arrangements. Convenience continues with laundry hookups on the first floor, as well as a dedicated laundry room in the basement. A spacious first-floor office provides an ideal work-from-home space and could also be used as a fourth bedroom. The home also offers a comfortable bonus room/family room, perfect for movie nights, game nights, or additional entertaining space. With its generous acreage, golf course setting, inground pool, flexible floor plan, and quality finishes this home is a sure winner for your next home. Step outside and enjoy your morning coffee on the private front porch or by the inground pool which provides a multitude of entertaining spaces whether it is seated on the deck, floating in the inground pool, at the table shaded by the umbrella or by the firepit. This home offers a wonderful balance of privacy, open space, and scenic surroundings.
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Open House
9/5/2026 11:00 AM - 1:00 PM
9/6/2026 1:00 PM - 3:00 PM
41 Gildersleeve Road Portland, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Single Family Coming Soon
FeaturesGeneralZoning R25
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 2.03
Directions GPS friendly
High School Per Board of Ed
City Portland
Elementary School Per Board of Ed
Sq Ft Total 3355
Year Built 2013
Style Cape Cod
Year Built Source Public Records
Pool Description Safety Fence In Ground Pool
Energy Features Energy Star Rated Generator Ready Thermopane Windows
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InteriorCooling System Central Air
Total Rooms 7
Basement Description Full
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ExteriorWater Source Private Well
Lot Description Golf Course Frontage Lightly Wooded Golf Course View Professionally Landscaped
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* Excluded FeaturesList ByDebbie WaldenListing Agent
debbie.walden@aol.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $5,366
- Monthly Property Taxes
- $1,089
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Portland, CT
Average List Price $411,900
Percent of Sale Price 52%
About Portland, CT 9,360 Population
7% Since 2002
$ 84,533 Median Income
46.05 Median Age
28% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 8/30/2026 | $849,900 | | Listed Price |