590 Gulf Street - Milford, CT

$2,499,000

Beds

5.00

Baths

4,430

SqFt

1.01

Acres

Pricing Insight: Originally listed for $2,499,000, the price has remained unchanged for approximately 126 days. This property has been on the market for approximately 126 days.

590 Gulf Street, Milford, CT is a 5-bed, 5-bath, 4,430 square foot home built in 1936 , featuring cape cod architecture.

This home is within the Milford school district. Local, with nearby schools including Calf Pen Meadow.

MLS #: 24158825

Offered Price: $2,499,000

Residence Type: Single Family

Architectural Style: Cape Cod

Living Area: 4,430 Sq. Ft.

Lot Size: 1.01 Acres

Neighborhood: Gulf Beach

County: New Haven

Year Built: 1936

Design & Construction: Frame

Heating: Hydro Air

Cooling: Central Air

Garage Spaces: 0

Price per Sq Ft as listed: $564

Estimated Tax: $26,058

Days on Market: 126

$799,000

3 Beds · 2 Baths · 2,001 Sq Ft

18 Woodhead Drive, Milford

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Natural Gas

Fuel Type: Hydro Air

Fuel Tank Location: Not specified

Cooling System: Central Air

Hot Water System: Natural Gas, Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $564 / Sq. Ft.

Tax assessed value: $881,820

Estimated Tax: $26,058

Architectural Style: Cape Cod

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1936

Living Area: 4,430 Sq. Ft.

Lot Size: 1.01 Acres

Fuel: Natural Gas

Loading automated valuation...

AUTOMATED VALUATION ESTIMATE

Note: Computer-generated estimate, not an appraisal.

Request CMA Schedule Tour

Understanding This Valuation

The RPR AVM considers:

Recent sales of comparable properties
Property characteristics and location
Market trends in Milford
Statistical modeling algorithms

Local Market Context

Active Listings: 164

Average Price: $462,363

Average DOM: 126 days

Complimentary CMAs, no obligation

Perched high atop a scenic bluff, this extraordinary coastal retreat offers some of the most breathtaking water views in all of Milford, with sweeping, nearly 360-degree vistas of Long Island Sound and the neighboring bay. Set on over an acre of land, this is a truly rare opportunity to own one of the area's largest parcels with such expansive, unobstructed waterfront scenery. Originally built in 1936 and thoughtfully expanded in the early 2000s, this remarkable home blends timeless New England charm with modern design and functionality. Offering 4,430 square feet of finished living space across two levels, plus an additional 2,328 square feet of high-ceilinged unfinished basement, the possibilities here are endless-whether you envision a home theater, gym, or custom in-law suite. The residence features 5 spacious bedrooms and 4 full bathrooms, designed for both comfort and versatility. The open-concept kitchen flows seamlessly into a warm and inviting bar area, creating the perfect setting for entertaining, while the adjacent dining room provides an elegant space for gatherings and special occasions. Wake up to stunning sunrises, unwind with ocean breezes, and enjoy a lifestyle defined by tranquility and natural beauty. Located in one of Milford's most coveted coastal enclaves, this property is not just a home-it's a rare opportunity to create your dream waterfront retreat, all while being conveniently located near major highways, shopping, dining, and set within a highly

Continue reading ▾

Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features

Location Analysis:

Water features noted

Water Proximity:

Near water body

Topography:

Standard terrain • 1.0 acres

Water Indicators Found:

Water-related features referenced in listing details

Recommendations:

Professional flood assessment advised
Based on identified water-related indicators, flood insurance may warrant consideration
Consult FEMA Flood Maps for zone verification
Evaluate drainage systems
Review local flood history

Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

Dining & Café Access: Low to Moderate
Daily Services: Limited
Recreational Space: Limited Nearby

How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

164

Homes For Sale

$462,363

Average List Price

Mechanicals & Utilities: Hydro Air • Natural Gas • Central Air • Public Water Connected water • 1 fireplaces

Exterior Features

Exterior Construction: Shingle

Roof Type: Asphalt Shingle

Foundation: Concrete

Patio/Deck: Balcony,Wrap Around Deck

Utilities: Water: Public Water Connected

Only motif connects you to a certified
"Local Market Expert"

Steve Simos

Real Estate Advisor

Milford • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(203) 915-6183

george@appzentric.com

Good afternoon Steve, I'm interested in
590 Gulf Street, Milford, Connecticut

By proceeding, you consent to receive calls and texts at the number you provided, and artificial voice, and email, from motif about your inquiry and similar properties. Your personal information will never be sold or given to a 3rd party.

motif, the motif logo, and other various trademarks, logos, designs, and slogans are the registered and unregistered trademarks of motif, LLC. dba Motif Luxe International Realty in the U.S. and/or other countries. Corporate Responsibility, Privacy & Legal Notices: motif is a licensed real estate broker, licensed to do business as Motif LLC. No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property conditions), such should be independently verified, and Motif expressly disclaims any liability in connection therewith. No financial or legal advice provided. Equal Housing Opportunity.

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. MLS

. Designed by Appzentric for motif

Good afternoon. Welcome to 590 Gulf Street, Milford, CT