Exceptional custom built home tucked away at the end of a private enclave of only four custom homes. This thoughtfully designed residence offers over an acre of privacy, oversized living spaces, handcrafted millwork, solid six-panel doors, hardwood floors, and insulated interior walls. Designed for both everyday living and elegant entertaining, the open floor plan is spacious, bright and cheerful; including a large kitchen with abundant cabinetry and counter space and an expansive island that naturally becomes the heart of the home. Two wall ovens make preparing meals for large gatherings a breeze. The kitchen flows into a dining nook with bay windows and a fireplaced family room with double-french doors opening to a 60' x 16' deck overlooking the spacious yard which is framed with trees in summer and provides expansive horizon views in the winter. Once the leaves fall, you can see all the way to the Portland Bridge and beyond! Enjoy the breathtaking sunrises/moonrises from this east-facing deck. Desirable feature is the presence of 2 private primary suites. Huge first floor primary suite w/12' tray ceiling includes a cozy fireplace, 2 double French doors to huge deck TWO WALK-IN CLOSETS!, plus two additional linen closets in a hall leading to the oversized spa bathroom complete with jacuzzi tub, walk-in shower, two extra-long sink vanities with mirrored cabinets, and a separate doored toilet room. The first floor also includes formal & living rooms for all your lifestyle &
entertaining needs. The spacious second floor primary bedroom features its own full bathroom plus a very sizable walk-in closet. Two oversized bedrooms provide generous accommodations - one bedroom includes a double closet and the other includes a separate room with framed doorway for access to 600+ sq.ft. additional unfinished space over the garage that could become a home office, guest suite, studio, or media room. The expansive walk-out lower level features high ceilings, oversized windows, and sliding glass doors that flood the space with natural light, creating the ideal canvas for a recreation room, home theater, fitness studio, wine cellar, in-law suite, or additional luxury living space. The oversized three-car garage and private driveway offers plenty of parking as well as lots of storage. Conveniently located near Powder Ridge, Lyman Orchards, Lake Beseck, golf, hiking trails, shopping, and major commuter routes, this exceptional property combines timeless craftsmanship, generous proportions and enduring quality. Agent is Seller, Seller is Agent. Professional photos coming soon!
Single-familyProperty Type
2004Year Built
1.16 acresLot Size
$164Price/Sq.Ft.
3 garage spacesParking
Listed by Sandra Blevins• William Raveis Real Estate
Est. $3,919 per month, based on comparable rentals
Sale and tax history for 29 Jackson Hill Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24193789
Sep 4, 2026
Pending
—
Sep 4, 2026
Sold
$775,000
$164/sq ft
Aug 6, 2026
Contingent
—
Jul 31, 2026
Listed
$750,000
$159/sq ft
Jul 23, 2026
Coming Soon
$750,000
$159/sq ft
Smart MLS #170286199
May 22, 2020
Sold
$399,900
$85/sq ft
May 7, 2020
Pending
—
Apr 17, 2020
Contingent
—
Apr 7, 2020
Listed
$399,900
$85/sq ft
Fall in love with this unique custom-built home located in a private enclave off of Jackson Hill Road with four large homes creating it's own neighborhood. If you're looking for quality you can stop right here! All the rooms are generous sized with hardwood floors. The kitchen is open with an island where family and friends can keep you company while you cook. It's time to barbeque out on to this 16'x60' (that's right -- 60 feet!) deck these warm sunny days. There's a first floor master suite with loads of closets and a spa style bath with a relaxing whirlpool tub. Upstairs there's a second master bedroom suite as well as two other large bedrooms and huge closets. There's a framed doorway for access to 600+ sq.ft. bonus area over the garage. The woodwork throughout this home is hand crafted and all the doors are six-panel solid wood. All the interior walls are insulated -- perfect for quiet and private work-at-home space. The lower level has high ceilings along with numerous full-size windows as well as a slider -- ideal for a future in-law apartment or party area. The three-car garage has lots of room for kayaks and other toys. Set on a private interior lot with views of the Portland Bridge. Convenient to parks, ski area, lake, 5 golf courses, shopping, and I-91. A rare find in Middlefield! Don't miss out on this one!
Smart MLS #170246254
Apr 7, 2020
Listing Removed
—
Jan 22, 2020
Price Changed
$425,000
$90/sq ft
Nov 5, 2019
Price Changed
$450,000
$95/sq ft
Oct 29, 2019
Listed
$465,000
$99/sq ft
Public Records
Jul 1, 2003
Sold
$85,500
$18/sq ft
Smart MLS #N191524
May 7, 2002
Listed
$85,000
$18/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$10,285 (+2.5%)
$82,600 + $281,600
$364,200
2022
$10,037 (+3.0%)
$82,600 + $281,600
$364,200
2021
$9,740 (−1.3%)
$77,500 + $228,600
$306,100
2020
$9,866 (−6.5%)
$77,500 + $228,600
$306,100
2018
$10,557 (−5.8%)
$77,500 + $228,600
$306,100
2017
$11,206 (+4.6%)
$77,500 + $228,600
$306,100
2016
$10,716 (−3.2%)
$81,700 + $244,600
$326,300
2014
$11,068 (+2.0%)
$81,700 + $244,600
$326,300
2011
$10,846
$81,700 + $244,600
$326,300
Public record
Beds
4
Baths
3
Stories
2
Lot width
—
Lot depth
—
Lot size
1.16 Acres
Year renovated
—
Sq. Ft.
3,398
Year built
2004
Style
Single Family Residential
County
Middlesex County
APN
1001595
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage, Paved, Off Street Parking, Driveway
Garages Number: 3
Parking Information
Parking Total Spaces: 9
Interior
Interior Information
Total Rooms: 8
Laundry Room Location: Mud room, near front & garage entrances
Laundry Room Info: Main Level
In-Law Apartment: No
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Electric Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 2
Bedroom Information
Beds Total: 4
Room Information
Basement Description: Full, Heated, Storage, Interior Access, Concrete Floor, Full With Walk-Out
Has Attic
Attic Description: Pull-Down Stairs
Exterior
Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Hardie Board
Exterior Features: Deck, Gutters, Lighting, Stone Wall, French Doors, Underground Sprinkler
Lot Information
Lot Description: On Cul-De-Sac, Professionally Landscaped
Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Beige
Property Information
Property Type: Single Family For Sale
Driveway Type: Private, Paved, Asphalt
Financial
Assessments Information
Assessed Value: $364,200
Utilities
Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil, Domestic
Heat Type: Hydro Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Location
School Information
High School: Coginchaug Regional
Elementary School: John Lyman
Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Lake, Medical Facilities, Park, Playground/Tot Lot, Private School(s), Shopping/Mall
Directions: Property is not always GPS friendly. Take Rt 66 to Jackson Hill Rd. There is a set of four mailboxes at the bottom of the common driveway. House is at the end - it is beige with three car garage.
County: Middlesex
Public facts
Beds: 4
Baths: 3.0
Sq. Ft.: 3,398
Stories: 2.0
Lot Size: 1.16 acres
Style: Single Family Residential
Year Built: 2004
Year Renovated: —
County: Middlesex County
APN: 1001595
Home facts updated by county records on Jul 13, 2023
Other
Documents & Disclosures
Supplement Count Public: 5
Listing Information
Has Home Warranty Offered
Around this home
Schools
Middlefield Memorial School
Public 4-5 • Assigned • 1.6mi
6/10
Frank Ward Strong School
Public 6-8 • Assigned • 4.8mi
5/10
Coginchaug Regional High School
Public 9-12 • Assigned • 4.9mi
7/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 98° expected this year, 16 days in 30 years
6/10 Wind Factor
27% chance of strong winds in next 30 years
3/10 Air Factor
3 unhealthy days expected this year, 4 days in 30 years
Provided by First Street
Historical weather
Middlefield, CT • 06455
Average low and high temperatures (°F)
34
20
36
22
52
33
61
42
69
51
81
61
84
66
81
60
76
57
65
46
53
37
38
25
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
69/ 100
Moderate sunlight
Sunscore
There appears to be some shading by surrounding buildings, terrain, and vegetation.
8 hrs
4.8 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$726,000 – $878,000
Reach more buyers when you sell with Redfin. Plus, you'll save $7,633 in fees.