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$860,000
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Property Description
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.
Full Property Details
Full Property Details for 41 Gildersleeve Rd
General
- Sold For: $860,000
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24200612
- Added to Site: 48 day(s) ago
Interior
- Number of Rooms: 7
- Rooms/Areas: Bonus Room, Exercise Room, Foyer, Laundry Room
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Gas Range, Refrigerator, Dishwasher, Washer, Electric Dryer
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Primary Bathroom: Primary Bath - Doubl, Main
- Full Bath: Quartz Counters, Tub w/Shower, Tile Floor, Upper
- Partial Bath: Granite Counters, Laundry Hookup, Tile Floor, Main
Bedrooms
- Total Bedrooms: 3
- Primary Suite: Main
- Primary Suite 2: Bedroom Suite, Ceiling Fan, Full Bath, Walk-In Closet
- Primary Suite 2: Upper
- Bedroom 1: Bedroom - Ceiling Fan, Hardwood Floor, Upper
Other Rooms
- Living Room: Living Room - Vaulted Ceiling, Built-Ins, Ceiling Fan, Gas Log Fireplace, Hardwood Floor, Main
- Family Room: Family Room - Ceiling Fan, Hardwood Floor, Upper
- Kitchen: Kitchen - 9 ft+ Ceilings, Granite Counters, Eating Space, Island, Pantry, Hardwood Floor, Main
- Dining Room: Dining Room - 9 ft+ Ceilings, Patio/Terrace, Sliders, Hardwood Floor, Main
- Office: Office - 9 ft+ Ceilings, Hardwood Floor, Main
- Laundry: Lower Level
Additional Information
- Pool: Yes
- Pool Description: Safety Fence, In Ground Pool
Exterior
- Exterior Features: Underground Utilities, Porch, Deck, Patio
- Color: Tan
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: Middlesex
- Driving Directions: GPS friendly
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Propane
- Heating Fuel: Propane
- Water Heater: Propane, 30 Gallon Tank
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Shake, Vinyl Siding
- Basement Desc.: Full
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 3,355
- Above Ground: 3,355 Sq. Ft.
- Year Built: 2013
Lot Features
- Lot Size (Acres): 2.03
- Zoning: R25
- Lot Description: Golf Course Frontage, Lightly Wooded, Golf Course View, Professionally Landscaped
Green Features
- Energy Features: Energy Star Rated, Generator Ready, Thermopane Windows
Financial Considerations
- Assessment Amount: $370,020
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 2539733
Listed by eXp Realty, Debbie Walden
Sold by William Pitt Sotheby's Int'l, Mary Amenda
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Schools
Schools serving 41 Gildersleeve Rd
School District:Portland School District
| Name | Grades | Distance |
|---|---|---|
Gildersleeve School 565 Main Street, Portland, CT 06480 | 2-4 | 1.4 mi |
Valley View School 81 High Street, Portland, CT 06480 | PK-1 | 1.5 mi |
Portland Middle School 93 High Street, Portland, CT 06480 | 7-8 | 1.3 mi |
Portland High School 95 High Street, Portland, CT 06480 | 9-12 | 1.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 41 Gildersleeve Rd
Date
Details
Price
Change
Source
10/16/2026
Sold
$860,000
1.19%
MLS
9/03/2026
Listed
$849,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
41 Gildersleeve Road, Portland, CT 06480 (MLS# 24200612) is a Single Family property that was sold at $860,000 on October 16, 2026. Want to learn more about 41 Gildersleeve Road? Do you have questions about finding other Single Family real estate for sale in Portland? You can browse all Portland real estate or contact a Coldwell Banker agent to request more information.

