29 Old Post Road, Old Saybrook, CT 06475
SOLD
JUL 17, 2026

29 Old Post Road
Old Saybrook, CT 06475

Saybrook Manor
  • 3 Beds
  • 2.5 Baths
  • 1,604 sqft

$750,000

Last Sold: Jul 17, 2026
1% over list $745K
$468/sqft
Est. Refi. Payment $5,051/mo*
Refinance Your Home

$750,000

Last Sold: Jul 17, 2026
1% over list $745K
$468/sqft
Est. Refi. Payment $5,051/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,604 sqft

Local Information

  • Map ViewExplore the area around 29 Old Post Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to Crow's Nest, where classic New England country living meets direct waterfront luxury on the scenic Oyster River. Steeped in history, this enchanting historic farmhouse Circa 1850, is perfectly positioned along the west banks of the Oyster River, offering breathtaking water views from almost every single room. The character-rich interior features 3 bedrooms & 2.5 baths, offering cozy, sun-drenched spaces primed for your personal touch. For those with a vision, these charming spaces are ready to expand, with incredible potential to further enhance the elevated river vistas with slight modifications. A Rare, Multi-Parcel Investment Opportunity Uniquely spanning two separate parcels, this property offers unmatched flexibility and value. The home sits on one parcel, while the spectacular waterfront assets sit on a separate deeded parcel, meaning the dock parcel possesses the rare capability of being sold separately in the future if desired. The Crown Jewel: A fully permitted 325-foot private dock-standing proud as one of the absolute largest private docks in all of Old Saybrook. Bring your boats, jet skis, and kayaks! The Boathouse: An oversized 2-car detached garage offers the ultimate storage solution for all your water toys and gear. Enjoy close proximity to downtown Old Saybrook, yet remain tucked away in your own private waterfront enclave. Sit on your massive private dock, watch the wildlife pass you by & experience the pure freedom of waterfront. Important Property & Investment Note: The Two-Parcel Advantage This unique offering consists of two separate, deeded parcels being sold together, providing an unmatched real estate investment structure and exit strategy in Old Saybrook. Asset Separation: Legally, the property is comprised of two distinct lots on town land records. Parcel A features the historic 1850 farmhouse, while Parcel B holds the direct waterfront and the fully permitted, record-setting 325-ft private dock. Independent Resale Capability: Because these are two distinct parcels, the value of the dock is not permanently tied to the house. The next owner retains the legal right to split the deeds and sell the waterfront dock parcel entirely separate from the residential home parcel in the future. Unmatched Investment Value: Fully permitted, large-scale docks are nearly impossible to replicate today. This dual-parcel setup offers a rare opportunity for savvy buyers to hold a highly coveted coastal asset, maximize their portfolio, or execute a lucrative future subdivision strategy. Strategic Opportunity: Perfect for buyers who want to keep the premium waterfront property and dock for themselves to compliment another non-waterfront home in the area, while retaining the freedom to sell off the residential parcel.
29 Old Post Road, Old Saybrook, CT 06475 is a 3 bedroom, 3 bathroom, 1,604 sqft single-family home in Saybrook Manor, built in 1850. It last sold for $750,000 on Jul 17, 2026 (1% above the $745,000 asking price). It is currently off market. The Trulia Estimate is $785,500, with a rent estimate of $4,768/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$468/sqft
Listed
45 days ago

Home Details for 29 Old Post Road

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1604 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Freezer, Water HeaterLaundry: Main LevelRefrigerator
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Levels, Entrance, & Accessibility
Accessibility: Raised Toilet
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckExterior: Rain GuttersFoundation: StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 8Parking: Detached,Driveway,Off Street,Private,Gravel
Frontage
WaterfrontWaterfront: Waterfront, Walk to Water, Dock or Mooring, AccessOn Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1604 Square Feet

Property Information

Year Built
Year Built: 1850
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1026422

Price & Status

Price
List Price: $745,000Price Per Sqft: $468/sqft
Status Change & Dates
Off Market Date: Thu Jun 11 2026Possession Timing: Asap

Active Status

MLS Status: Closed

Location

Direction & Address
City: Old SaybrookCommunity: Oyster River
School Information
Elementary School: Per Board of EdHigh School: Old Saybrook

Building

Building Area
Building Area: 1604 Square Feet

Community

Community Features: Near Public Transport, Golf, Park, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 10018.8 sqft

Miscellaneous

BasementMls Number: 24181692Attic: NoneWater ViewWater View: WaterAttribution Contact: (860) 304-0125Above Grade Unfinished Area: 1604

Additional Information

Near Public TransportGolfParkTennis Court(s)
Last check for updates: about 22 hours ago
Listed by Michael P. Barnes, (860) 304-0125
Silver and Oak Realty, (860) 372-4666
Bought with: Al Chiarito, (860) 227-2074, Chiarito Real Estate LLC, (860) 227-2074
Source: Smart MLS, MLS#24181692

Price History for 29 Old Post Road

DatePriceEventSource
07/17/2026$750,000Sold
Smart MLS #24181692
07/07/2026$745,000PendingSmart MLS #24181692
06/06/2026$745,000Listed For SaleSmart MLS #24181692
11/15/2000$265,000Sold
Smart MLS #E108482

Market trends in Old Saybrook

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
6MoM
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Property Tax and Assessment

Year2025
Tax$6,817
Assessment$439,800
Home facts updated by county records

Comparable Sales for 29 Old Post Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
47 Great Hammock Road, Old Saybrook, CT
0.21
Single-Family Home
$730,000
08/06/25
3
2
1,587
21 Farview Avenue, Old Saybrook, CT
0.34
Single-Family Home
$660,000
01/26/26
3
2
1,664
1 Hartford Avenue, Old Saybrook, CT
0.33
Single-Family Home
$620,000
09/30/25
3
2
1,762
4 Chartier Avenue, Old Saybrook, CT
0.37
Single-Family Home
$675,000
10/03/25
3
1.5
1,920
129 Old Boston Post Road, Old Saybrook, CT
0.48
Single-Family Home
$900,000
06/30/26
3
2.5
2,170
21 Cottage Place, Old Saybrook, CT
0.59
Single-Family Home
$650,000
12/02/25
3
3
1,720
11 South View Terrace, Old Saybrook, CT
0.47
Single-Family Home
$840,000
05/08/26
4
1.5
2,005
41 Farview Avenue, Old Saybrook, CT
0.53
Single-Family Home
$630,000
05/29/26
4
1.5
1,400
63 Great Hammock Road, Old Saybrook, CT
0.24
Single-Family Home
$641,000
06/11/26
3
1
1,184

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Old Post Road.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Saybrook Manor
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Saybrook Manor

At least 4 Trulia users voted on each feature.

  • 100 % Say people would walk alone at night

  • 86 % Say it's dog friendly

  • 75 % Say they plan to stay for at least 5 years

  • 75 % Say kids play outside

  • 74 % Say neighbors are friendly

  • 71 % Say yards are well-kept

  • 67 % Say there's holiday spirit

  • 63 % Say streets are well-lit

  • 63 % Say it's walkable to restaurants

  • 60 % Say there are community events

  • 57 % Say parking is easy

  • 50 % Say car is needed

  • 50 % Say it's walkable to grocery stores

  • 50 % Say it's quiet

  • 25 % Say there's wildlife

  • 17 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Juposay
    "10 attawanhood trail is located in the indiantown beach association in old saybrook,ct.the beach association has two private beaches,a marina with 100 boat slops,a newly refurbished club house."
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Apartments for Rent

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Homes for sale near 29 Old Post Road

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Off Market Homes Near 29 Old Post Road

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.