95 Middletown Avenue offers a rare opportunity to enjoy four season living in the heart of Saybrook Manor, one of Old Saybrook's most sought after shoreline communities. Renovated in 2022 with thoughtful attention to comfort and design, this beautifully updated home combines timeless coastal character with modern amenities and sweeping views of the Oyster River & Long Island Sound. With approx. 1,600 sq ft. of living space, the home features a reverse floor plan designed to maximize natural light and take advantage of the water views. The main living spaces feel bright and open, w/ hardwood floors, updated finishes, and open layout. A spacious deck with full panoramic views provides the perfect setting for morning coffee, outdoor dining, or relaxing while overlooking the water & shoreline. The home includes four bedrooms and two full bathrooms, offering flexibility for guests, remote work, or year round living. The updated kitchen opens comfortably into the living/dining areas, creating an inviting atmosphere. Modern conveniences including central air and mini split. The property includes a rare two car garage along w/ 400 square foot barn full of charm and potential perfect for a studio, workshop, gym, storage. An outdoor shower after a day at the beach. Residents enjoy a private beach exclusive to the community steps away! This home does not require flood ins adding long term value. Just minutes from marinas, restaurants, shopping the location is best CT shoreline living.
Accepting backups
Price cut: $50K (6/10)
$1,049,900
95 Middletown Avenue, Old Saybrook, CT 06475
4beds
1,566sqft
Single Family Residence
Built in 1926
6,534 Square Feet Lot
$1,011,500 Zestimate®
$670/sqft
$27/mo HOA
What's special
Central airMini splitRare two car garageInviting atmosphereUpdated finishesHardwood floorsFour bedrooms
- 48 days |
- 950 |
- 22 |
Zillow last checked:
Listing updated:
Listed by:
Tracy L. Molloy (860)573-8525,
Coldwell Banker Realty 860-633-3661
Source: Smart MLS,MLS#: 24176978
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Balcony/Deck, Hardwood Floor
- Level: Main
- Area: 173.75 Square Feet
- Dimensions: 13.9 x 12.5
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 126.63 Square Feet
- Dimensions: 13.9 x 9.11
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 127.07 Square Feet
- Dimensions: 13.1 x 9.7
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 93.14 Square Feet
- Dimensions: 7.11 x 13.1
Primary bathroom
- Features: Granite Counters, Full Bath, Stall Shower, Tile Floor
- Level: Main
- Area: 79.79 Square Feet
- Dimensions: 10.1 x 7.9
Bathroom
- Features: Granite Counters, Full Bath, Stall Shower, Tile Floor
- Level: Upper
- Area: 59.25 Square Feet
- Dimensions: 7.9 x 7.5
Dining room
- Features: Vaulted Ceiling(s), Balcony/Deck, Beamed Ceilings, Ceiling Fan(s), Combination Liv/Din Rm, Hardwood Floor
- Level: Upper
- Area: 150.23 Square Feet
- Dimensions: 8.3 x 18.1
Kitchen
- Features: Vaulted Ceiling(s), Granite Counters, Kitchen Island, Hardwood Floor
- Level: Upper
- Area: 119.29 Square Feet
- Dimensions: 15.1 x 7.9
Living room
- Features: Vaulted Ceiling(s), Balcony/Deck, Beamed Ceilings, Ceiling Fan(s), Combination Liv/Din Rm, Hardwood Floor
- Level: Upper
- Area: 238.42 Square Feet
- Dimensions: 13.1 x 18.2
Heating
- Forced Air, Propane
Cooling
- Ceiling Fan(s), Central Air, Ductless
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Lower Level
Features
- Open Floorplan
- Windows: Thermopane Windows
- Basement: Full,Garage Access
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 1,566
- Total interior livable area: 1,566 sqft
- Finished area above ground: 1,416
- Finished area below ground: 150
Property
Parking
- Total spaces: 6
- Parking features: Attached, Driveway, Garage Door Opener, Private
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Covered
- Exterior features: Balcony
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Walk to Water, Beach Access, Access
Lot
- Size: 6,534 Square Feet
Details
- Additional structures: Shed(s)
- Parcel number: 1024370
- Zoning: A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1926
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Features: Shopping/Mall
- Subdivision: Saybrook Manor
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Lake/Beach Access
- Services included: Trash
- HOA fee: $321 annually
Location
- Region: Old Saybrook
Financial & listing details
- Price per square foot: $670/sqft
- Tax assessed value: $403,700
- Annual tax amount: $6,257
- Date on market: 5/21/2026
Estimated market value
$1,011,500
$961,000 - $1.06M
$4,236/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/10/2026 | Price change | $1,049,900-4.5%$670/sqft |
Source:  Smart MLS #24176978 Report a problem | ||
| 5/21/2026 | Listed for sale | $1,099,900+368.2%$702/sqft |
Source: Smart MLS #24176978 Report a problem | ||
| 10/23/2009 | Sold | $234,900$150/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,257 +2% | $403,700 |
| 2024 | $6,136 +8.9% | $403,700 +46.5% |
| 2023 | $5,636 +1.8% | $275,600 |
| 2022 | $5,534 +9.9% | $275,600 +9.7% |
| 2021 | $5,037 +67.1% | $251,200 +67.1% |
| 2020 | $3,014 +1.5% | $150,300 |
| 2019 | $2,968 -7.9% | $150,300 -8.6% |
| 2018 | $3,222 -0.3% | $164,400 |
| 2017 | $3,232 +2.1% | $164,400 |
| 2016 | $3,166 +1% | $164,400 -1.4% |
| 2015 | $3,136 +1.7% | $166,700 |
| 2014 | $3,084 -4.4% | $166,700 -21.5% |
| 2013 | $3,227 +4% | $212,300 |
| 2012 | $3,104 +2.8% | $212,300 -1.1% |
| 2011 | $3,019 +4.6% | $214,700 |
| 2009 | $2,886 +23% | $214,700 +44.9% |
| 2007 | $2,347 +8.5% | $148,200 |
| 2005 | $2,164 +5.8% | $148,200 |
| 2004 | $2,045 +35.6% | $148,200 +112% |
| 2003 | $1,508 +9.1% | $69,900 |
| 2001 | $1,382 -11.6% | $69,900 -34.4% |
| 1995 | $1,563 | $106,610 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: Saybrook Manor
Nearby schools
GreatSchools rating
- 6/10Kathleen E. Goodwin SchoolGrades: PK-4Distance: 1 mi
- 8/10Old Saybrook Middle SchoolGrades: 5-8Distance: 1.6 mi
- 8/10Old Saybrook Senior High SchoolGrades: 9-12Distance: 0.7 mi
Schools provided by the listing agent
- High: Old Saybrook
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Middlesex County
- Old Saybrook
- 06475
- Saybrook Manor
- 95 Middletown Avenue
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