41 Gildersleeve Road, Portland, Connecticut

$849,900

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3

Beds

4

Baths

3,355

Square feet

2.03

Acres

About 41 Gildersleeve Road

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.

Features of 41 Gildersleeve Road

MLS® # 24200612
Price $849,900
Bedrooms 3
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,355
Acres 2.03
Type Single Family For Sale
Style Cape Cod
Status Under Contract - Continue to Show

Community Information

Address 41 Gildersleeve Road
Area N/A
City Portland
County Middlesex
State Connecticut
Zip Code 06480

Amenities

Features Energy Star Rated, Generator Ready, Thermopane Windows
Parking Attached Garage
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool Yes
Pool Safety Fence, In Ground Pool

Interior

Appliances Gas Range, Refrigerator, Dishwasher, Washer, Electric Dryer
Heating Hot Air, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Full

Exterior

Exterior Shake, Vinyl Siding
Exterior Features Underground Utilities, Porch, Deck, Patio
Lot Description Golf Course Frontage, Lightly Wooded, Golf Course View, Professionally Landscaped
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed August 30th, 2026
Days on Market 32
Zoning R25
RE / Bank Owned No

Listing Details

OfficeeXp Realty

Listing Map

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Listing information last updated on October 6th, 2026 at 2:32pm EDT.