Last Sold Price
6 beds4,602 sqft$201/sqft
440 Hilltop Rd, Bridgeport, CT 06605

Description

Located up on the top of the "hill" and only steps to the most picturesque walking park along the Connecticut coast (St. Mary's By The Sea which follows along the coast of the very desirable Black Rock section of Bridgeport, CT) - sits an incredibly special home and property with seasonal water views that is not only livable as is, but most certainly offers endless opportunities to create something even more special . The circular driveway with stone pillars and sculpted shrubs leads you to the lovely...Located up on the top of the "hill" and only steps to the most picturesque walking park along the Connecticut coast (St. Mary's By The Sea which follows along the coast of the very desirable Black Rock section of Bridgeport, CT) - sits an incredibly special home and property with seasonal water views that is not only livable as is, but most certainly offers endless opportunities to create something even more special . The circular driveway with stone pillars and sculpted shrubs leads you to the lovely pillared front entryway of this stunning home. 440 Hill Top Road is part charm, part graciousness and all functionality and could support a dreamy multi-generational family home.
LISTING CLOSED: 08/22/2025 12:00 AM

  1. Listed by Christi McEldowney • William Raveis Real Estate
    P: (203) 520-0248 C: (203) 520-0248 christi.mceldowney@raveis.com

Property Details for 440 Hilltop Road

Status
MLS #
24098491
Days on Market
47
Taxes
$22,209 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
1949
Lot Size
0.68 AC / 29,620 SF
Basement Description
Full, Heated, Interior Access, Partially Finished, Walk-out, Concrete Floor, Full With Walk-Out
Direct Waterfront
No
Expected Active Date
06-06-2025
Garages Number
2
Neighborhood
Black Rock
Style
Colonial
Garage Parking Info
Attached Garage, Under House Garage, Driveway, Unpaved
Swimming Pool
No
Expected On Market Date
06-06-2025

Recent comparable sales

Median sold price

$750,000

Avg days on market

120

Sale-to-list ratio

95.4%

Bridgeport, CT

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Square Feet
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Square Feet
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Acres
$780,000 | 3018 Dogwood Road, Bridgeport, WV 26330
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Square Feet
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Acres
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Square Feet
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Square Feet
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Acres
$750,000 | 332 Timberbrook Lane, Bridgeport, WV 26330
1/49
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Sold 03/27/26

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Bedrooms
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Square Feet
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Acres

Location

Add your commute

Building Information for 440 Hilltop Road

Stories-Year Built1949Building Size-Lot Size0.68 AC / 29,620 SF

Payment Calculator

$6,552 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,702

Property Taxes

$1,851

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 440 Hilltop Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Grovers or Gilman to Old Battery to Hilltop
  • Elementary School: Black Rock
  • Flood Zone: No
  • High School: Bassick
  • Latitude: 41.14638
  • Longitude: -73.22925
  • Middle Jr High School: Per Board of Ed
  • State: Connecticut
Parking
  • Parking Total Spaces: 10
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $22,209
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Deck, Gutters, Lighting
  • Waterfront Description: Walk to Water, Water Community
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Heated, Storage Space, Finished, Walk-up
  • Cooling System: Ceiling Fans, Central Air, Window Unit
  • Heat Type: Baseboard, Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Laundry Room Info: Lower Level
  • Laundry Room Location: Basement
  • Rooms Additional: Bonus Room, Foyer, Laundry Room, Sitting Room, Wine Cellar, Workshop
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Features: Breakfast Bar,Corian Counters,Pantry,Tile Floor,Wet Bar
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 19.0
Room 2
  • Room Entry Order: 10
  • Room Features: Jack & Jill Bath,Hardwood Floor,Tub w/Shower
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 3
  • Room Entry Order: 11
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 17.0
Room 4
  • Room Entry Order: 12
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.0
Room 5
  • Listing Key: 35D56959CC923E09E063E201100A3B4B
  • Room Entry Order: 13
  • Room Features: Full Bath,Wall/Wall Carpet,On 3rd Floor
  • Room Length: 18.0
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 50.0
Room 6
  • Room Entry Order: 14
  • Room Features: Laundry Hookup,Concrete Floor
  • Room Length: 13.0
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 13.0
Room 7
  • Room Entry Order: 15
  • Room Features: Fireplace,Concrete Floor
  • Room Length: 15.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 33.0
Room 8
  • Room Entry Order: 2
  • Room Features: Balcony/Deck,Beams,Cathedral Ceiling,Fireplace,Hardwood Floor,Wet Bar
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 17.0
Room 9
  • Listing Key: 35D56959CC923E09E063E201100A3B4B
  • Room Entry Order: 3
  • Room Features: Balcony/Deck,French Doors,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Formal Dining Room
  • Room Width: 15.0
Room 10
  • Room Entry Order: 4
  • Room Features: Beams,Built-Ins,Fireplace,Hardwood Floor
  • Room Length: 30.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 15.0
Room 11
  • Room Entry Order: 5
  • Room Features: Book Shelves,Built-Ins
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Study
  • Room Width: 13.0
Room 12
  • Room Entry Order: 6
  • Room Features: Balcony/Deck,Ceiling Fan,Tile Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 10.0
Room 13
  • Room Entry Order: 7
  • Room Features: Balcony/Deck,Built-Ins,Double-Sink,Dressing Room,Hardwood Floor,Marble Floor
  • Room Length: 30.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 19.0
Room 14
  • Room Entry Order: 8
  • Room Features: Bedroom Suite,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 15
  • Room Entry Order: 9
  • Room Features: Ceiling Fan,Jack & Jill Bath,Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Property
Property and Assessments
  • Color: taupe
  • Construction Description: Frame
  • Driveway Type: Private, Circular, Unpaved, Gravel
  • Exterior Siding: Wood
  • Foundation Type: Block
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1949
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Second Floor, Over Garage
  • In Law Apartment: Possible
  • Living Area SQFT Per Public Records: 4602
Lot Information
  • Lot Description: Sloping Lot, Water View
  • Parcel Number: 10561
  • Sq Ft Est Heated Above Grade: 4602.0
  • Sq Ft Total: 4602.0
  • Zoning: RAA
Utilities
  • Heat Fuel Type: Electric, Natural Gas
  • Hot Water Description: Natural Gas, Upright Tank, Tank Size Unknown
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 440 Hilltop Road

DateEvent & SourcePriceAppreciation
Aug 1, 2025

Closed (Public Record)

Public Record #1911643080

$925,000

+197.1% / yr

Dec 19, 2012

Closed (Public Record)

Public Record #344099639

$1

-98.7% / yr

Mar 4, 2010

Closed (Public Record)

Public Record #285911535

$171,000

-35.7% / yr

DateEvent & SourcePrice
08/01/2025

Closed (Public Record)

Public Record #1911643080

$925,000

+197.1% / yr

12/19/2012

Closed (Public Record)

Public Record #344099639

$1

-98.7% / yr

03/04/2010

Closed (Public Record)

Public Record #285911535

$171,000

-35.7% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 440 Hilltop Road

Taxable ValueLand$196,180Additions$314,970Total$511,150
Tax Record2025$22,209 ($1,851 / month)
Home Facts
Beds7Baths5Total Finished SqFt4,602 SqFtAbove Grade Finished SqFt4,602 SqFtUnfinished Basement SqFt600 SqFtStories2Lot Size29,649 SqFtStyleSingle Family ResidenceYear Built1949Year Renovated1949ZoningRAACountyGREATER BRIDGEPORTAPNBDPT M:2 B:125 L:14

Schools near 440 Hilltop Road

This home is within Bridgeport School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Black Rock School
PublicPK to 8

Bassick High School
Public9 to 12

Geraldine Claytor Magnet Academy
PublicPK to 8

Bridgeport Military Academy
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 440 Hilltop Road, Bridgeport, CT 06605
$925,000
6
4,602
29,620
$447,000
5
99,999
16,117
$488,000
3
2
2,151
14,054
$890,000
3
2,891
23,086
$810,000
4
3,544
21,344
$843,000
3
2
2,496
27,524

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Christi McEldowney

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.