29 Arrowhead Dr, Guilford, CT 06437
OFF MARKET

$1,270,800

Trulia Estimate
  • 4 Beds
  • 5 Baths
  • 3,983 sqft (on 0.95 acres)

29 Arrowhead Dr, Guilford, CT 06437

Refinance Your Home
Currently Off Market - Sold Dec 1, 2022 for $995,000

Home Value

Trulia Estimate
$1.27M
Since last month
Decreased$15K (-1.2%)
Since last year
Increased$41K (+3.3%)
Since last sale
Increased$276K (+27.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +75% in the last 10 years
MonthEstimated value
2026
August 2026$1.27M
August 2026$1.27M
July 2026$1.29M
June 2026$1.3M
May 2026$1.28M
April 2026$1.28M
March 2026$1.26M
February 2026$1.22M
January 2026$1.19M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
35 Bayberry Lane, Guilford, CT
0.20
Single-Family Home
$1,025,000
12/03/25
4
2.5
3,367
102 Colonial Road, Guilford, CT
0.38
Single-Family Home
$610,000
09/26/25
3
2
2,040
65 Prospect Avenue, Guilford, CT
0.56
Single-Family Home
$1,500,000
11/12/25
4
2.5
2,315
201 Mulberry Point Road, Guilford, CT
1.05
Single-Family Home
$760,000
12/02/25
3
2
2,759
194 Chaffinch Island Road, Guilford, CT
1.28
Single-Family Home
$1,330,000
01/13/26
4
3
3,150
11 Island Bay Circle, Guilford, CT
1.15
Single-Family Home
$950,000
11/19/25
6
3.5
3,197
201 Mulberry Point Rd, Guilford, CT
1.05
Single-Family Home
$760,000
12/02/25
3
2
2,157
51 Highland Avenue, Guilford, CT
0.73
Single-Family Home
$625,000
07/02/26
4
1.5
1,315
575 Leetes Island Road, Guilford, CT
1.10
Single-Family Home
$876,000
07/01/26
2
2
3,140
384 Mulberry Point Road, Guilford, CT
1.09
Single-Family Home
$555,000
06/04/26
3
1.5
1,706

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
26 Arrowhead Drive, Guilford, CT 06437
0.05
$1,028,100
4
2.5
2,080
Off Market
184 Old Sachems Head Road, Guilford, CT 06437
0.07
$1,101,800
3
3
2,182
Off Market
25 Waterside Drive, Guilford, CT 06437
0.19
$1,534,000
5
5
1,766
Off Market
17 Bentons Knoll #17, Guilford, CT 06437
0.18
$1,367,300
2
2.5
2,600
Off Market
10 Hillside Drive, Guilford, CT 06437
0.19
$823,000
2
1
944
Off Market
281 Old Sachems Head Road, Guilford, CT 06437
0.17
$4,573,600
6
5.5
7,655
Off Market
13 Waterside Drive, Guilford, CT 06437
0.20
$1,543,400
2
3
1,740
Off Market
35 Bayberry Lane, Guilford, CT 06437
0.20
$1,025,000
4
2.5
3,367
Recently Sold
7 Benton's Knoll #11, Guilford, CT 06437
0.22
$1,096,700
3
2.5
2,000
Off Market
3 Bentons Knoll, Guilford, CT 06437
0.22
$1,108,900
3
2.5
2,275
Off Market
4 Bentons Knoll #2, Guilford, CT 06437
0.24
$1,550,000
4
3.5
2,877
Recently Sold
65 Old Sachems Head Road, Guilford, CT 06437
0.27
$993,800
4
3.5
3,648
Off Market

Local Information

  • Map ViewExplore the area around 29 Arrowhead Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1970
0.95 acre lot
3,983 sqft
$319/sqft
Garage

About this House

The location of this expanded colonial is Fantastic! Located on a cul-de-sac street on Sachem's Head and it is just around the corner from the public beach on Trolley Road and the little-known State park, with boat ramp and beach. The home has a wonderful kitchen addition with a large island and breakfast bar plus a breakfast nook with a banquet. Skylights and plenty of windows make this the "hub of the home" an ideal place to gather and cook. Open to the kitchen is the family room (with fireplace currently covered) and a sun-room. The formal dining room has a custom built-in cabinet plus plenty of room for a sideboard. Between the foyer and the living room is a study complete with two built-in desk areas - great for homework or for working from home! The French doors to the foyer and the living room affords great privacy. The living room has a wood-burning fireplace and lots of light. Adjacent to a full bath w/shower stall, the living room has been repurposed as a first-floor bedroom with a closet and access via the study and back hall. The back hall opens onto the deck and has a half bath, and a laundry room. The two-tiered deck may also be accessed from the kitchen and the sun-room. Upstairs there are four nicely sized bedrooms including an enormous main bedroom with a very large walk-in closet and renovated bath with a free-standing soaking tub, tiled shower, double sinks, and compartmentalized toilet room. One other bedroom has an en suite bath. (public remarks continued) There is also a fourth full bath off the hall. The lower level is finished with a mudroom area, half bath, and the extensive renovation of this home includes thermopane windows, Hardie Board siding, updated heating, and cooling systems, whole house Generac generator, and a new septic system. The house is tucked back from the road and the backyard is completely fenced in. If having a home that has plenty of space, new mechanical and systems, and a desirable location is what you desire, this home checks all the boxes!
29 Arrowhead Dr, Guilford, CT 06437 is a 4 bedroom, 6 bathroom, 3,983 sqft single-family home built in 1970. It last sold for $995,000 on Dec 1, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,270,800, with a rent estimate of $6,265/month.

Home Details for 29 Arrowhead Dr

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Other
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1970Year Updated: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.95 acres

Price and Tax history

DateEventPrice
Dec 1, 2022
Source: Smart MLS #170509064
Sold
$995,000
Aug 25, 2022
Source: Smart MLS #170509064
Contingent
$1,050,000
Aug 5, 2022
Source: Smart MLS #170509064
Listed For Sale
$1,050,000
Apr 30, 2021
Source: Smart MLS #170373092
Sold
$900,000
Feb 19, 2021
Source: Agent Provided
Listed For Sale
$815,000

Market trends in Guilford

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$567K
$44.83KMoM
Sale-to-List Price
102.4%
1.1%MoM
Price per sq ft
$305
$8MoM
Available listings
75
5MoM

Around this home

View nearby schools on GreatSchools
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."
    0
    Flag
  • Micaelad
    "No sidewalks making walking difficult and ticks are a problem in CT. Electric fences are common but you have to watch for coyotes. "
    0
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  • Hrj6qvgnfj
    "Super dog friendly. People leave water and treats out along the road from the town green to the beach!"
    2
    Flag
  • 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!"
    1
    Flag
  • 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!!!! "
    1
    Flag
  • Hrj6qvgnfj
    "Amazing location. Best town green on shoreline. Trains to nyc. Steps to the Long Island sound. Great schools. Community is great. "
    1
    Flag
  • Jv4450
    "Good school system. Taxes are high especially if you are retired and have no children in the school system. "
    0
    Flag
  • 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!"
    2
    Flag
  • Ed
    "Warm and friendly and very accepting of all races and religions Great town feels small but it very sweet "
    2
    Flag
  • Sawsankibbi
    "Great school system and great teachers, choosing Guilford as a place to live was one of my best decisions."
    0
    Flag
  • Kevin.charbonneau
    "15 mins to New Haven. Easy access to buses and trains. Almost half way between New York and Boston. "
    0
    Flag
  • Cleaningangys
    "Great place for live. We live 4 year and is great. My family is happy with the area. The neighbors are friendly "
    0
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  • Sawsankibbi
    "Summer Picnic and parade, tag sale, Halloween, bonfire and much more that makes my neighborhood very special!"
    0
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  • 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."
    0
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  • Charles B.
    "You need to visit to understand how great town is. Kids bike to friends houses. Out door concerts for parents."
    1
    Flag
  • 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 "
    7
    Flag
  • 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. "
    2
    Flag
  • 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."
    12
    Flag
  • 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. "
    8
    Flag
  • Baker9493
    "Tucked away, behind lake Quonnipaug. Up in the woods, pet friendly which makes for great hikes on the trails around. Very quiet neighborhood"
    0
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  • Kprthstn
    "We have neighborhood get-togethers, we all know each other, it’s a great place to live! The kids love to play together "
    0
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  • 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 "
    1
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  • 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. "
    0
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  • 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 "
    0
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  • 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 "
    0
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  • Dennis T.
    "Woods, lakes, ocean, historical homes, and shopping. This is a great community and we couldn't be happier here."
    1
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  • 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."
    2
    Flag
  • Lisa
    "My neighborhood is on a Private road in the woods...very quiet an secluded away from noise and traffic. "
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 29 Arrowhead Dr

  • What is 29 Arrowhead Dr estimated to be worth?
    Trulia's estimated value for 29 Arrowhead Dr in Guilford, CT is $1,270,800.
  • What is the price history for 29 Arrowhead Dr?
    29 Arrowhead Dr in Guilford, CT last sold for $995,000 in December 2022.
  • Is Guilford a buyer's or seller's market?
    Guilford is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Guilford?
    The median sale price in Guilford is $567K. That is up $44.83K from the prior month.
  • Does 29 Arrowhead Dr have air conditioning?
    Yes, 29 Arrowhead Dr in Guilford, CT has air conditioning.
  • Does 29 Arrowhead Dr have laundry facilities?
    Yes, 29 Arrowhead Dr in Guilford, CT has in-unit laundry.

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