41 Dolan Drive, Guilford, CT 06437
OFF MARKET

41 Dolan Drive
Guilford, CT 06437

  • 5 Beds
  • 4 Baths
  • 4,054 sqft (on 1.17 acres)

$1,085,400

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $7,588/mo*

$1,085,400

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $7,588/mo*
5 Beds
4 Baths
4,054 sqft
(on 1.17 acres)

Local Information

  • Map ViewExplore the area around 41 Dolan Drive.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1965
Lot Size
1.17 acres
Living Area
4,054 sqft
Price/Sqft
$268
Parking
2 Car Garage

About this House

Spectacular 5 BR, 4-full bath home with an expansive open floor plan & exquisite details throughout. The heart of the home is the enormous family room, featuring a wall of built-ins, a cozy fireplace, & oversized windows. This room seamlessly connects to a stunning screened porch. The living room, transformed into a casual TV room, flows effortlessly into the updated fabulous spacious kitchen. The kitchen boasts a large center island, ideal for gathering & meal prep, induction stove, double Miele ovens, stone counters & separate eating area. Adjacent is the oversized dining room, highlighted by striking open shelving, creating a stylish yet practical space for entertaining. Convenience is key with a new full bath strategically placed on the main floor, designed to serve guests using the outdoor pool area. The 2nd floor reveals four expansive bedrooms, each offering generous proportions & natural light. The romantic primary suite is a retreat in itself, featuring phenomenal closets and a newer full bath. Need even more space? The third floor, also accessible from a rear staircase, surprises with an incredible home office/bonus room full bath & a 5th bedroom, providing flexibility for various needs. Additional features include a whole house generator, New Boderus boiler. Your summer fun with an exquisite heated gunite pool and spa. Over an acre of lush property. Quiet setting, minutes to the hway, shopping & the Guilford green. HIGHEST & BEST DUE BY MONDAY JULY 1ST 6PM
41 Dolan Drive, Guilford, CT 06437 is a 5 bedroom, 4 bathroom, 4,054 sqft single-family home built in 1965. It last sold for $894,000 on Sep 6, 2024 (1% below the $899,900 asking price). It is currently off market. The Trulia Estimate is $1,085,400, with a rent estimate of $6,057/month.

Home Details for 41 Dolan Drive

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Rec Play Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 4054 Square Feet
Appliances & Utilities
Appliances: Cooktop, Oven, Microwave, Refrigerator, DishwasherDishwasherLaundry: Main LevelMicrowaveRefrigerator
Heating & Cooling
Heating: Baseboard,Hot Water,Electric,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Spa: HeatedHas a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioOther Structures: Shed(s)Exterior: Rain GuttersFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Pool
Pool: Gunite, In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4054 Square Feet

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1117174

Price & Status

Price
List Price: $899,900
Status Change & Dates
Off Market Date: Wed Jul 03 2024Possession Timing: At Closing

Active Status

MLS Status: Closed

Location

Direction & Address
City: Guilford
School Information
Elementary School: A. W. CoxHigh School: Guilford

Building

Building Area
Building Area: 4054 Square Feet

Community

Community Features: Health Club, Library, Medical Facilities, Playground, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 1.17 Acres

Miscellaneous

Mls Number: 24027829Attic: Finished, Walk-upAbove Grade Unfinished Area: 4054

Additional Information

Health ClubLibraryMedical FacilitiesPlaygroundTennis Court(s)
Last check for updates: about 14 hours ago
Listed by Susan Santoro, (203) 605-5297
William Pitt Sotheby's Int'l, (203) 453-2533
Bought with: Laura Roselinsky, (858) 449-6879, Compass Connecticut, LLC
Source: Smart MLS, MLS#24027829

Price History for 41 Dolan Drive

DatePriceEventSource
09/06/2024$894,000Sold
Smart MLS #24027829
08/07/2024$899,900PendingSmart MLS #24027829
06/28/2024$899,900Listed For SaleSmart MLS #24027829
05/24/2010$552,000Sold
Smart MLS #M9117010
12/05/2009$639,900ListingRemovedAgent Provided
09/03/2009$639,900PriceChange
Agent Provided
07/15/2009$664,900PriceChange
Agent Provided
06/07/2009$700,000Listed For SaleAgent Provided
06/02/1987$251,230Sold
N/A

Market trends in Guilford

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$527K
$36.67K
MoM
Sale-to-List Price
Price per sq ft
$296
$18
MoM
Available listings
70
10
MoM
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Property Tax and Assessment

Year2025
Tax$14,114
Assessment$510,440
Home facts updated by county records

Comparable Sales for 41 Dolan Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.56
Single-Family Home
$1,200,000
11/12/25
4
2.5
2,968
0.18
Single-Family Home
$1,105,000
04/23/26
3
2.5
2,677
0.70
Single-Family Home
$950,000
11/19/25
6
3.5
3,197
0.65
Single-Family Home
$1,100,000
03/06/26
4
5
2,697
0.82
Single-Family Home
$1,210,000
08/29/25
5
4.5
4,982
0.58
Single-Family Home
$876,000
07/01/26
2
2
3,140
0.98
Single-Family Home
$1,030,000
08/29/25
5
2.5
3,642
0.97
Single-Family Home
$900,000
06/22/26
3
2.5
2,806

Nearby homes

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Assigned Schools

These are the assigned schools for 41 Dolan Drive.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Guilford

At least 86 Trulia users voted on each feature.
  • 93 % Say parking is easy

  • 89 % Say car is needed

  • 89 % Say yards are well-kept

  • 88 % Say it's dog friendly

  • 81 % Say there's holiday spirit

  • 79 % Say there's wildlife

  • 78 % Say people would walk alone at night

  • 74 % Say it's quiet

  • 71 % Say neighbors are friendly

  • 71 % Say they plan to stay for at least 5 years

  • 69 % Say kids play outside

  • 54 % Say there are community events

  • 36 % Say it's walkable to restaurants

  • 35 % Say streets are well-lit

  • 27 % Say there are sidewalks

  • 19 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Djjonesey
    "Great to raise a family, schools are great, people are nice, it’s a perfect New England coastal town."
  • Micaelad
    "No sidewalks making walking difficult and ticks are a problem in CT. Electric fences are common but you have to watch for coyotes. "
  • Hrj6qvgnfj
    "Super dog friendly. People leave water and treats out along the road from the town green to the beach!"
  • Hrj6qvgnfj
    "Friendly people. Awesome town green! Best on the ct shoreline! Dog friendly. One of my neighbors has dog bowl with water for passing dognitaries!"
  • Hrj6qvgnfj
    "Guilford is like living in a New England vacation town near the beach with easy train to nyc! Best town ion the connecticut shoreline!!!! "
  • Hrj6qvgnfj
    "Amazing location. Best town green on shoreline. Trains to nyc. Steps to the Long Island sound. Great schools. Community is great. "
  • Jv4450
    "Good school system. Taxes are high especially if you are retired and have no children in the school system. "
  • Hrj6qvgnfj
    "The town green is the most beautiful on the connecticut shoreline! Concerts and community support is amazing. The minute you get off 95 it is gorgeous. It’s a tolerant community and there are trains to nyc. There is theatre all around. Long Wharf. Yale Rep. And the coastline!"
  • Ed
    "Warm and friendly and very accepting of all races and religions Great town feels small but it very sweet "
  • Sawsankibbi
    "Great school system and great teachers, choosing Guilford as a place to live was one of my best decisions."
  • Kevin.charbonneau
    "15 mins to New Haven. Easy access to buses and trains. Almost half way between New York and Boston. "
  • Cleaningangys
    "Great place for live. We live 4 year and is great. My family is happy with the area. The neighbors are friendly "
  • Sawsankibbi
    "Summer Picnic and parade, tag sale, Halloween, bonfire and much more that makes my neighborhood very special!"
  • Trulia User
    "Guilford is a safe community especially for our kids, we are lucky to live in it. The school system is very good too."
  • Charles B.
    "You need to visit to understand how great town is. Kids bike to friends houses. Out door concerts for parents."
  • Kiley H.
    "Great safe place to live! I loved growing up here. Guilford high school was tough, a lot of bullying.. but it was still a great education. The guilford green is beautiful "
  • Melissa B.
    "Excellent schools, excellent teachers, but the culture here puts a lot of pressure on kids to achieve academically and do lots of extracurriculars, which can lead to anxiety & depression. The school district is actively focusing on improving the mental health of the students, though, so hopefully that problem will dissipate. Not many real neighborhoods here, so in most areas kids can’t just go outside and find friends to play with — you have to organize play dates. A lot of conformity amongst both adults and kids. "
  • lo jor
    "Friendly neighbors, quiet roads for walking or biking. Timberlands neighborhood is a beautiful safe and friendly area, convenient to everything, town, beaches, Rt. 80 is the best main way to Yale/New Haven with no traffic (beats I-95)! Timberlands has very nice river and lakes."
  • Robinson_269@msn.com
    "The green is close by and they provide poop bags. People are friendly and understanding of others with or without dogs. "
  • Baker9493
    "Tucked away, behind lake Quonnipaug. Up in the woods, pet friendly which makes for great hikes on the trails around. Very quiet neighborhood"
  • Kprthstn
    "We have neighborhood get-togethers, we all know each other, it’s a great place to live! The kids love to play together "
  • Maximillian W.
    "I've been coming to Guilford since I was a kid to visit my grandparents and have lived here now for about two years. It's one of the best towns on the shoreline "
  • Melissa B.
    "We live about a 10-minute drive from the train station and the center of town and a 20 to 30-minute drive to New Haven, depending on traffic. "
  • Tyler P.
    "Trunk or treat and the fair and the spelling bee and talent shows and toys for tots and there’s a window painting and book sale "
  • Kelsey b. p.
    "My commute is pretty easy, the back roads are usually clear of traffic and getting to the high way or routes are easy "
  • Dennis T.
    "Woods, lakes, ocean, historical homes, and shopping. This is a great community and we couldn't be happier here."
  • Dennis T.
    "Not too far from woods, farms, the ocean, the lake, or New Haven. Really this neighborhood is the ultimate balance of quiet country life and close to the city. A walk to the town green, but not too much traffic."
  • Lisa
    "My neighborhood is on a Private road in the woods...very quiet an secluded away from noise and traffic. "

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