Welcome to 26 Crestwood Road, a beautifully updated 3-bedroom, 2.5-bath home located just 1,000 feet from Long Island Sound and minutes from several Milford beaches. Enjoy water views from every front-facing room and take in the scenery year-round from the upper-level sunroom. Recent updates include refinished hardwood floors throughout, new hardwood flooring in the kitchen, fresh interior paint, and added insulation in both the attic and basement for improved energy efficiency. The kitchen features newer stainless steel appliances, while custom IKEA closet systems provide excellent storage and organization. Smart home upgrades include Google Nest thermostats and sensors, a electronic front door lock, Ring doorbell and floodlight, and a hardwired camera security system. The finished lower level offers additional living space with a gas fireplace and wet bar, making it ideal for entertaining, a family room, or game room. Outside, enjoy the expansive deck that wraps from the backyard to the front of the home, a fully fenced backyard with low-maintenance vinyl fencing, and two fruit trees that will remain with the property. Located close to beaches, restaurants, and downtown Milford, this move-in-ready home offers coastal living with the added benefit of no flood insurance required.
Single-familyProperty Type
1964Year Built
0.34 acresLot Size
$315Price/Sq.Ft.
1 garage spacesParking
Listed by Chris Marshall• YellowBrick Real Estate LLC
Est. $3,345 per month, based on comparable rentals
Sale and tax history for 26 Crestwood Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24188930
Aug 31, 2026
Sold
$650,000
$315/sq ft
Jul 21, 2026
Contingent
—
Jul 10, 2026
Listed
$659,000
$319/sq ft
Smart MLS #24079607
May 13, 2025
Pending
—
May 9, 2025
Sold
$605,000
$293/sq ft
Mar 20, 2025
Contingent
—
Mar 14, 2025
Listed
$599,900
$291/sq ft
Mar 10, 2025
Coming Soon
$599,900
$291/sq ft
Experience coastal living at its finest in this meticulously maintained 3-bedroom, 2.5-bathroom ranch-style home located in Milford's sought-after neighborhood. Just steps away from the serene shoreline, this residence offers a unique blend of comfort, character, and modern updates. A standout feature of this home is the 13x13 hexagonal cupola, accessible via handcrafted solid wood spiral stairs. This private sunroom offers breathtaking panoramic views of Long Island Sound, providing a tranquil retreat for morning coffee or evening sunsets. The home boasts hardwood floors and crown molding throughout, exuding warmth and elegance. The updated eat-in kitchen is equipped with quart countertops, tile backsplash, and new modern appliances. The finished lower level features durable vinyl plank flooring, a cozy fireplace, and a wet bar, making it ideal for hosting gatherings or enjoying quiet evenings. Step outside to your private backyard, complete with a wraparound deck, pergola, vinyl fencing, and a cement patio, creating the perfect setting for relaxation and outdoor entertainment. Additional updates include new windows and doors, updated bathrooms, and central air conditioning, ensuring comfort and convenience year-round. Situated in a quiet cul-de-sac, home offers easy access to shopping ,dining, and major commuter routes. This property truly encapsulates the essence of coastal living, combining unique architectural details with modern comforts in a prime location.
Smart MLS #170334375
Oct 28, 2020
Sold
$395,000
$191/sq ft
Sep 19, 2020
Contingent
—
Sep 16, 2020
Relisted
—
Sep 14, 2020
Contingent
—
Sep 9, 2020
Listed
$389,900
$189/sq ft
Sep 7, 2020
Coming Soon
$389,900
$189/sq ft
If you would love sipping your morning coffee with rooftop water views of Long island sound, look no further! This unique ranch situated in the heart of Woodmont offers many features you will love! A hexagonal 13 x 13 cupola affording panoramic views. Hand-crafted solid wood spiral stairs lead up to this relaxing den where sunny mornings or cozy winter sunsets are enjoyable year-round. This 3 BR impeccably kept home features hardwood floors and crown molding. Both full bathrooms were beautifully updated in 2018. The updated eat-in kitchen offers a newer refrigerator, gas range, granite counter tops and tile back splash. Finished lower level includes durable vinyl plank flooring, fireplace and wet bar for entertaining. Step outside into your own backyard oasis with a remodeled wrap around deck, pergola and vinyl fencing for privacy. The perfect amount of yard for all of your outdoor enjoyment. Other features include economical gas heat and central air. A true storybook shoreline starter!
Public Records
Apr 29, 2013
Sold
$340,000
$165/sq ft
Public Records
Mar 27, 2009
Sold
$521,000
$252/sq ft
Smart MLS #N287250
Feb 19, 2009
Listed
$319,900
$155/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$7,325 (+1.9%)
$129,900 + $139,710
$269,610
2022
$7,185 (+13.7%)
$129,900 + $139,710
$269,610
2021
$6,320 (+2.9%)
$94,250 + $134,330
$228,580
2020
$6,144 (−3.5%)
$94,250 + $127,710
$221,960
2019
$6,370 (+3.5%)
$94,250 + $127,710
$221,960
2018
$6,157 (−0.2%)
$94,250 + $127,710
$221,960
2017
$6,168 (+5.2%)
$94,250 + $127,710
$221,960
2016
$5,864 (+5.9%)
$94,250 + $116,400
$210,650
2013
$5,536
$94,250 + $116,400
$210,650
2011
$5,536
$94,250 + $116,400
$210,650
Public record
Beds
3
Baths
2.5
Stories
1
Lot width
—
Lot depth
—
Lot size
0.34 Acres
Year renovated
—
Sq. Ft.
1,388
Year built
1964
Style
Single Family Residential
County
New Haven County
APN
1211410
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
Garages Number: 1
Parking Information
Parking Total Spaces: 4
Interior
Interior Information
Total Rooms: 6
Interior Features: Auto Garage Door Opener, Cable - Available
Thermostat(s)
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer
Exterior Features: Shed, Fruit Trees, Wrap Around Deck, Cabana, Gutters, Lighting
Lot Information
Lot Description: Fence - Full, Sloping Lot, Water View
Building Information
Foundation Type: Concrete
Construction Description: Frame
Property Information
Waterfront Description: Walk to Water, Beach Rights, Water Community, View
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1388
Financial
Assessments Information
Assessed Value: $269,610
Utilities
Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: 40 Gallon Tank
Heat Type: Hot Air
Heat Fuel Type: Natural Gas
Energy Features: Extra Insulation, Programmable Thermostat, Ridge Vents, Thermopane Windows
Location
School Information
High School: Per Board of Ed
Elementary School: Per Board of Ed
Location Information
State: Connecticut
Nearby Amenities: Basketball Court, Golf Course, Health Club, Library, Medical Facilities, Park, Public Rec Facilities, Shopping/Mall
Directions: GPS
County: New Haven
Public facts
Beds: 3
Baths: 2.5
Sq. Ft.: 1,388
Stories: 1.0
Lot Size: 0.34 acres
Style: Single Family Residential
Year Built: 1964
Year Renovated: —
County: New Haven County
APN: 1211410
Home facts updated by county records on Jul 13, 2023
Other
Documents & Disclosures
Supplement Count Public: 2
Around this home
Schools
Orchard Hills School
Public PreK-5 • Assigned • 0.8mi
4/10
East Shore Middle School
Public 6-8 • Assigned • 0.5mi
7/10
Joseph A. Foran High School
Public 9-12 • Assigned • 0.3mi
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
6/10 Heat Factor
7 days above 96° expected this year, 16 days in 30 years
6/10 Wind Factor
63% chance of strong winds in next 30 years
4/10 Air Factor
5 unhealthy days expected this year, 7 days in 30 years
Provided by First Street
Historical weather
Milford, CT • 06460
Average low and high temperatures (°F)
36
23
38
24
50
34
59
43
67
53
78
62
83
69
80
63
75
60
66
49
55
39
41
27
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
96/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 9% for direct sun exposure in Milford. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.6 hrs
6.1 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$636,000 – $770,000
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