$5,307,500
8 Beds
6.5 Baths
9,300 sqft (on 51.55 acres)
29 Fairview Rd, Monterey, MA 01245
Est. Refi. Payment $33,975/mo*
Refinance Your HomeCurrently Off Market - Sold Nov 12, 2024 for $5,600,000
Home Value
Trulia Estimate
$5.31MSince last month
Decreased$22K (-0.4%)Since last year
Decreased$490K (-8.4%)Since last sale
Decreased$228K (-4.1%)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 decreased by -3% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $5.37M |
| August 2026 | $5.39M |
| July 2026 | $5.55M |
| June 2026 | $5.67M |
| May 2026 | $5.82M |
| April 2026 | $5.83M |
| March 2026 | $5.83M |
| February 2026 | $5.81M |
| January 2026 | $5.89M |
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 |
|---|---|---|---|---|---|---|---|
1.09 | Single-Family Home | $860,000 | 08/14/26 | 4 | 3.5 | 2,498 | |
1.22 | Single-Family Home | $820,000 | 11/05/25 | 4 | 2.5 | 2,480 | |
1.49 | Single-Family Home | $1,585,000 | 07/10/26 | 4 | 4 | 2,417 | |
1.84 | Single-Family Home | $760,000 | 03/10/26 | 4 | 3 | 2,362 | |
2.17 | Single-Family Home | $1,800,000 | 02/25/26 | 6 | 3 | 3,000 | |
1.87 | Single-Family Home | $730,000 | 01/02/26 | 4 | 3 | 1,956 | |
1.68 | Single-Family Home | $455,000 | 02/06/26 | 3 | 1.5 | 2,599 | |
2.47 | Single-Family Home | $2,222,500 | 09/10/26 | 4 | 5 | 4,345 |
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 |
|---|---|---|---|---|---|---|
0.38 | - | - | - | - | Off Market | |
0.53 | $490,800 | 2 | 2 | 1,151 | Off Market | |
0.53 | $444,200 | 3 | 1 | 1,424 | Off Market | |
0.60 | $738,100 | 4 | 2.5 | 1,750 | Off Market | |
0.62 | $555,100 | 3 | 1.5 | 1,776 | Off Market | |
0.69 | $467,900 | 2 | 1 | 1,008 | Off Market | |
0.73 | $250,000 | - | - | - | For Sale | |
0.95 | $1,017,200 | 3 | 3.5 | 2,900 | Off Market | |
1.01 | $813,300 | 4 | 3.5 | 3,150 | Off Market | |
1.05 | $185,000 | - | - | - | Recently Sold | |
1.10 | $570,700 | 2 | 1.5 | 1,236 | Off Market |
Local Information
- Map ViewExplore the area around 29 Fairview Rd.
- Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Single-Family Home
Built in 2006
51.55 acre lot
9,300 sqft
$571/sqft
4 Car Garage
About this House
What's unique:Swimming poolHeated stone studiosScreened porchExtensive lawnsStorybook stone houseStone-walled master suite
CROW HOUSE - An Enchanting Private Stone-and-Timber Compound in Monterey.
One of Berkshire County's most atmospheric and luxurious properties, this stone-and-timber 52-acre compound, which abuts thirteen thousand acres of protected State Forest, is a magical world unto itself. A winding driveway through horse pastures leads under a Porte cochere to a European-style courtyard, where a pergola draped in wisteria links the entrances to the five-bedroom, five-bath main house, the three-bedroom, two-bath guest house and a terrace with an outdoor dining pavilion. The compound's origins are a 1929 storybook stone house that was designed to stay cool in summer and be cozy in winter. It is now one wing of the 9,300 square foot residence. It has a screened porch overlooking a cascading stream; a stone-walled master suite with a fireplace, and a sumptuous bathroom with a soaking tub that offers a view toward the woodlands. There's an additional ground floor bedroom suite and a winding stone staircase leading to two more guest rooms on the second floor.
Over twenty years, the current owners have built several coherent and contextual additions that offer grand living-and-entertaining spaces while maintaining the spirit of the original house. The dining room and double-height living room with a massive fireplace have views through glass-and-steel French doors to courtyards, perennial gardens, and extensive lawns. The airy cook's kitchen has state-of-the art appliances, a marble island and a built-in dining banquette that seats ten. The generous mud room entrance has a powder room and a handsome staircase leading to a large vaulted second-story library-media room and gym.
The guest house has a full-kitchen and two porches that look out toward the swimming pool that is discreetly sited on a broad lawn bordered by fruit trees and sensitively-planted perennial beds. In the distance, there are two freestanding heated stone studios, a second two-car garage with pool equipment, paddocks, and a full-size outdoor riding arena that would easily make a terrific tennis court.
Intelligently updated and immaculately maintained, the house has beautiful stone and wide board floors, stone and slate roofs and handsome casement windows. Featured in Elle Décor magazine, this breathtaking, highly livable, one-of-a-kind compound offers bucolic privacy with the convenience of being five minutes to the Monterey General Store and Lake Garfield and just ten minutes to Ski Butternut and Great Barrington.
One of Berkshire County's most atmospheric and luxurious properties, this stone-and-timber 52-acre compound, which abuts thirteen thousand acres of protected State Forest, is a magical world unto itself. A winding driveway through horse pastures leads under a Porte cochere to a European-style courtyard, where a pergola draped in wisteria links the entrances to the five-bedroom, five-bath main house, the three-bedroom, two-bath guest house and a terrace with an outdoor dining pavilion. The compound's origins are a 1929 storybook stone house that was designed to stay cool in summer and be cozy in winter. It is now one wing of the 9,300 square foot residence. It has a screened porch overlooking a cascading stream; a stone-walled master suite with a fireplace, and a sumptuous bathroom with a soaking tub that offers a view toward the woodlands. There's an additional ground floor bedroom suite and a winding stone staircase leading to two more guest rooms on the second floor.
Over twenty years, the current owners have built several coherent and contextual additions that offer grand living-and-entertaining spaces while maintaining the spirit of the original house. The dining room and double-height living room with a massive fireplace have views through glass-and-steel French doors to courtyards, perennial gardens, and extensive lawns. The airy cook's kitchen has state-of-the art appliances, a marble island and a built-in dining banquette that seats ten. The generous mud room entrance has a powder room and a handsome staircase leading to a large vaulted second-story library-media room and gym.
The guest house has a full-kitchen and two porches that look out toward the swimming pool that is discreetly sited on a broad lawn bordered by fruit trees and sensitively-planted perennial beds. In the distance, there are two freestanding heated stone studios, a second two-car garage with pool equipment, paddocks, and a full-size outdoor riding arena that would easily make a terrific tennis court.
Intelligently updated and immaculately maintained, the house has beautiful stone and wide board floors, stone and slate roofs and handsome casement windows. Featured in Elle Décor magazine, this breathtaking, highly livable, one-of-a-kind compound offers bucolic privacy with the convenience of being five minutes to the Monterey General Store and Lake Garfield and just ten minutes to Ski Butternut and Great Barrington.
29 Fairview Rd, Monterey, MA 01245 is a 8 bedroom, 7 bathroom, 9,300 sqft single-family home built in 2006. It last sold for $5,600,000 on Nov 12, 2024 (2% above the $5,500,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $5,307,500.
Last check for updates: about 3 hours ago
Listed by Timothy Lovett
BERKSHIRE PROPERTY AGENTS, LLC
Fintan Hanley, (914) 471-3750
BERKSHIRE PROPERTY AGENTS, LLC
Bought with: Elyse Harney Morris, (860) 318-5126, ELYSE HARNEY REAL ESTATE
Co-Buyer's Agent: William Melnick, (917) 330-5241, ELYSE HARNEY REAL ESTATE
Source: BCMLS, MLS#243798
Home Details for 29 Fairview Rd
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Interior Details Basement: Walk-Out Access,Partial,Interior Entry,Partially Finished,ConcreteNumber of Rooms: 18Types of Rooms: Master Bedroom, Bedroom, Dining Room, Exercise Room, Kitchen, Library, Living Room, Mud Room, Seasonal Room |
Beds & Baths Number of Bedrooms: 8Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 9300 Square Feet |
Appliances & Utilities Utilities: Fiber Optic Availabl, Trash PrivateAppliances: Dishwasher, Dryer, Microwave, Range, Range Hood, Refrigerator, WasherDishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Propane,Oil,Boiler,Hot Water,Fireplace(s),RadiantNo CoolingHas HeatingHeating Fuel: Propane |
Fireplace & Spa Has a Fireplace |
Gas & Electric Electric: Other, 200 Amp, 200+ Amp Service |
Windows, Doors, Floors & Walls Flooring: Wood |
Levels, Entrance, & Accessibility Accessibility: Accessible Bedroom, Accessible Full Bath, 1st Flr Bdrm w/Bath, 1st Flr Half BathFloors: Wood |
View Has a ViewView: Scenic, Pasture |
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Exterior Home Features Roof: Slate Wood ShakePatio / Porch: Porch, PatioFencing: PartialOther Structures: Barn/Stable, Paddock, OutbuildingExterior: Lighting, Privacy, Deciduous Shade Trees, Mature Landscaping, LandscapedFoundation: SlabHas a Private Pool |
Parking & Garage Number of Garage Spaces: 4Number of Covered Spaces: 4Other Parking: GaragedHas a CarportHas a GarageHas an Attached GarageParking Spaces: 4Parking: Garage |
Pool Pool: In GroundPool |
Frontage Waterfront: BrookNot on Waterfront |
Water & Sewer Sewer: Private Sewer |
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Year Built Year Built: 2006 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other |
Property Information Condition: Updated/RemodeledParcel Number: M:0226 B:0033 L:0 |
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Price List Price: $5,500,000 |
Status Change & Dates Off Market Date: Tue Nov 12 2024Possession Timing: Negotiable |
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MLS Status: Closed |
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Direction & Address City: Monterey |
School Information Elementary School: OtherJr High / Middle School: Mount EverettHigh School: Mount Everett |
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Building Area Building Area: 9300 Square Feet |
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Lot Area: 51.55 Acres |
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BasementMls Number: 243798 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Nov 12, 2024 Source: BCMLS #243798 | Sold | $5,600,000 |
Jul 13, 2024 Source: BCMLS #243798 | Pending | $5,500,000 |
Jul 3, 2024 Source: BCMLS #243798 | Listed For Sale | $5,500,000 |
Dec 31, 2016 Source: Agent Provided | ListingRemoved | $5,750,000 |
May 16, 2016 Source: Agent Provided | Listed For Sale | $5,750,000 |
Jan 16, 2016 Source: Agent Provided | ListingRemoved | $6,250,000 |
Aug 11, 2015 Source: Agent Provided | Listed For Sale | $6,250,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $29,843 | $4,634,000 |
Home facts updated by county records
Market trends in Monterey
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
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Available listings
10
2MoM
Around this home
What Locals Say about Monterey
At least 1 Trulia users voted on each feature.
100 % Say people would walk alone at night
100 % Say it's dog friendly
100 % Say yards are well-kept
100 % Say they plan to stay for at least 5 years
100 % Say parking is easy
Sourced by Trulia users. Learn more about our methodology.
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IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed to be reliable but not guaranteed.
The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program. Copyright 2026 Berkshire County Board of Realtors. All rights reserved.
The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program. Copyright 2026 Berkshire County Board of Realtors. All rights reserved.
Frequently asked questions about 29 Fairview Rd
- What is 29 Fairview Rd estimated to be worth?Trulia's estimated value for 29 Fairview Rd in Monterey, MA is $5,307,500.
- What is the price history for 29 Fairview Rd?29 Fairview Rd in Monterey, MA last sold for $5,600,000 in November 2024.
- Is Monterey a buyer's or seller's market?Monterey is currently a buyer's market, based on recent for-sale activity.
- What are the closest schools to 29 Fairview Rd?The closest schools to 29 Fairview Rd in Monterey, MA are Mount Everett Regional School (Middle/High, rated 6/10), New Marlborough Central School (Pre-K/Elementary, rated 7/10), Undermountain Elementary School (Pre-K, rated 4/10).
- Does 29 Fairview Rd have a pool?Yes, 29 Fairview Rd in Monterey, MA has a pool.
- Does 29 Fairview Rd have laundry facilities?Yes, 29 Fairview Rd in Monterey, MA has in-unit laundry.
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