Contract Out
3 beds3,355 sqft$253/sqft
41 Gildersleeve Rd, Portland, CT 06480
Est: $5,480/moGet pre-approved
Single FamilyProperty Type
2.03 acresLot Size
2013Year Built
$253/sq ftPrice per sq ft
2 carsParking Spaces

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...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.
7 days on Market
  • Listed by: Debbie A Walden 860.559.5176 debbie.walden@aol.com • eXp Realty
Last updated: 09/11/2026 01:57 AM • Source: SMARTMLS, MLS#: 24200612

Location

Listing Courtesy of eXp Realty, Debbie A Walden
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Payment Calculator

$5,480 per month

30 year fixed, 6.71% Interest

Principal and Interest

$4,392

Property Taxes

$1,089

HOA Dues

$0

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Property Information for 41 Gildersleeve Road

Property Details
  • Taxes: $13,062 / year
  • MLS Type: Residential
  • Basement Description: Full
  • Direct Waterfront: No
  • Expected Active Date: 09-03-2026
  • Garages Number: 2
  • Style: Cape Cod
  • Garage Parking Info: Attached Garage
  • Swimming Pool: Yes
  • Expected On Market Date: 09-03-2026
Building Information
  • Year Built: 2013
  • Lot Size: 2.03 AC / 88,426 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.584455
  • Longitude: -72.59811
  • Neighborhood Amenities: Golf Course, Park, Playground/Tot Lot, Putting Green
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $13,062
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, Porch, Deck, Patio
  • Pool Description: Safety Fence, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Refrigerator, Dishwasher, Washer, Electric Dryer
  • Attic Description: Storage Space, Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Home Automation: Built In Audio, Security System
  • Laundry Room Info: Lower Level
  • Laundry Room Location: LL separate rm, 2nd hook up on 1st floor
  • Rooms Additional: Bonus Room, Exercise Room, Foyer, Laundry Room
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Vaulted Ceiling,Built-Ins,Ceiling Fan,Gas Log Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Granite Counters,Full Bath,Tub w/Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 3
  • Room Entry Order: 11
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Level: Upper
  • Room Type: Family Room
Room 5
  • Listing Key: 597131261B543115E0631A01100AD67E
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Patio/Terrace,Sliders,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 6
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Granite Counters,Eating Space,Island,Pantry,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 7
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Primary BR Suite
Room 8
  • Room Entry Order: 5
  • Room Features: Double-Sink,Stall Shower,Walk-In Closet,Tile Floor
  • Room Level: Main
  • Room Type: Primary Bath
Room 9
  • Listing Key: 597131261B543115E0631A01100AD67E
  • Room Entry Order: 6
  • Room Features: Granite Counters,Laundry Hookup,Tile Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 10
  • Room Entry Order: 7
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Level: Main
  • Room Type: Office
Room 11
  • Room Entry Order: 8
  • Room Features: Bedroom Suite,Ceiling Fan,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 12
  • Room Entry Order: 9
  • Room Features: Quartz Counters,Tub w/Shower,Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Property
Property and Assessments
  • Color: Tan
  • Construction Description: Frame
  • Exterior Siding: Shake, Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2013
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3355
Lot Information
  • Lot Description: Golf Course Frontage, Lightly Wooded, Golf Course View, Professionally Landscaped
  • Parcel Number: 2539733
  • Sq Ft Est Heated Above Grade: 3355.0
  • Sq Ft Total: 3355.0
  • Zoning: R25
Utilities
  • Energy Features: Energy Star Rated, Generator Ready, Thermopane Windows
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, 30 Gallon Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Public Records for 41 Gildersleeve Road

Taxable ValueLand$55,580Additions$314,440Total$370,020
Tax Record2024$13,062 ($1,088 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt3,355 SqFtAbove Grade Finished SqFt3,355 SqFtUnfinished Basement SqFt876 SqFtStories2Lot Size88,427 SqFtStyleSingle Family ResidenceYear Built2013Year Renovated2013ZoningR25CountyLOWER CONNECTICUT RIVERAPNPORT M:041 B:0006 L:3

Schools near 41 Gildersleeve Road

This home is within Portland School District.
Rating
School
Type
Grades
Distance
Public - PK to 1
Public - 2 to 4
Public - 5 to 6
Public - 7 to 8
Rating
School
Distance
Valley View School
PublicPK to 1

Gildersleeve School
Public2 to 4

Brownstone Intermediate School
Public5 to 6

Portland Middle School
Public7 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of eXp Realty, Debbie A Walden

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.