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. The massive back deck overlooks the professionally maintained property sprawling lawn - perfect spot for watching family and friends in an in-ground pool and/or gardens (or whatever you design!). The home is superbly spacious with flexible space throughout it's 5,400 square feet (measured) of living space and offers 6 bedrooms, 6 bathrooms (5 full, 1 half), 14 rooms PLUS a 600 SF partially finished lower level. The main level includes eat-in-kitchen that opens to the family room with vaulted ceiling, gas fireplace, wet bar, built-ins, huge picture windows and sliders to the deck. Just on the other side of the kitchen is the large formal dining room, also with french doors to deck. Take a break and curl up with a novel (or watch a movie) in the cozy wood-paneled study with book shelves and closet space. The 30x15 living room is light and bright with fireplace, tons of windows, built-ins, coffered ceiling and access to the step-down sunroom with a door to the back deck. Front or back staircases bring you to the upper level which boasts the primary bedroom suite with dressing/sitting room, spacious walk in closet, updated bathroom with double vanities and a fabulous bedroom. There is also the junior suite with brand new beautifully updated bathroom and two closets, as well as two additional jack and jill bedrooms. Also on this level is a section that can be closed off (door), consisting of two bedrooms and a hall bath - with back staircase for private entry. Perfect for au-pair or in-law suite. The finished 3rd floor is the ultimate flex space with it's 18ftx50ft open room plus a full bath, tons of closets and a closet/room perfect for storage. Take either of the two stair cases down to the 1200SF basement, which has a rec room area with fireplace, pool table and is walk-out to back yard. There's also a very large laundry room that is ready for when your family members toss the laundry down the shoots, from the two upper levels! There's definitely space for exercise equipment and even more closet space for additional storage, plus a workshop room and a wine cellar. Leave the lower level space as is or upgrade it into another spectacular level of the home! This is not an opportunity to be missed.
Sold for $925,000
$925,000
440 Hilltop Road, Bridgeport, CT 06605
6beds
4,602sqft
Single Family Residence
Built in 1949
0.68 Acres Lot
$1,348,000 Zestimate®
$201/sqft
$6,987 Estimated rent
Home value
$1,348,000
$1.12M - $1.63M
$6,987/mo
Zestimate® history
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: August 23, 2025 at 05:32am
Listed by:
Christi McEldowney 203-520-0248,
William Raveis Real Estate 203-255-6841
Bought with:
Gail Zawacki, RES.0744600
Coldwell Banker Realty
Source: Smart MLS,MLS#: 24098491
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Primary bedroom
- Features: Balcony/Deck, Built-in Features, Double-Sink, Dressing Room, Hardwood Floor, Marble Floor
- Level: Upper
- Area: 570 Square Feet
- Dimensions: 19 x 30
Bedroom
- Features: Bedroom Suite, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 225 Square Feet
- Dimensions: 15 x 15
Bedroom
- Features: Ceiling Fan(s), Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 144 Square Feet
- Dimensions: 12 x 12
Bedroom
- Features: Jack & Jill Bath, Hardwood Floor, Tub w/Shower
- Level: Upper
- Area: 144 Square Feet
- Dimensions: 12 x 12
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 204 Square Feet
- Dimensions: 17 x 12
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 192 Square Feet
- Dimensions: 16 x 12
Dining room
- Features: Balcony/Deck, French Doors, Hardwood Floor
- Level: Main
- Area: 225 Square Feet
- Dimensions: 15 x 15
Family room
- Features: Balcony/Deck, Beamed Ceilings, Cathedral Ceiling(s), Fireplace, Hardwood Floor, Wet Bar
- Level: Main
- Area: 391 Square Feet
- Dimensions: 17 x 23
Kitchen
- Features: Breakfast Bar, Corian Counters, Pantry, Tile Floor, Wet Bar
- Level: Main
- Area: 285 Square Feet
- Dimensions: 19 x 15
Living room
- Features: Beamed Ceilings, Built-in Features, Fireplace, Hardwood Floor
- Level: Main
- Area: 450 Square Feet
- Dimensions: 15 x 30
Other
- Features: Laundry Hookup, Concrete Floor
- Level: Lower
- Area: 169 Square Feet
- Dimensions: 13 x 13
Rec play room
- Features: Full Bath, Wall/Wall Carpet
- Level: Third,Upper
- Area: 900 Square Feet
- Dimensions: 50 x 18
Rec play room
- Features: Fireplace, Concrete Floor
- Level: Lower
- Area: 495 Square Feet
- Dimensions: 33 x 15
Study
- Features: Bookcases, Built-in Features
- Level: Main
- Area: 143 Square Feet
- Dimensions: 13 x 11
Sun room
- Features: Balcony/Deck, Ceiling Fan(s), Tile Floor
- Level: Main
- Area: 170 Square Feet
- Dimensions: 10 x 17
Heating
- Baseboard, Forced Air, Electric, Natural Gas
Cooling
- Ceiling Fan(s), Central Air, Window Unit(s)
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Gas Water Heater, Water Heater
- Laundry: Lower Level
Features
- Entrance Foyer
- Basement: Full,Heated,Interior Entry,Partially Finished,Walk-Out Access,Concrete
- Attic: Heated,Storage,Finished,Walk-up
- Number of fireplaces: 3
Interior area
- Total structure area: 4,602
- Total interior livable area: 4,602 sqft
- Finished area above ground: 4,602
Property
Parking
- Total spaces: 10
- Parking features: Attached, Driveway, Unpaved, Private, Circular Driveway, Gravel
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch, Deck
- Exterior features: Rain Gutters, Lighting
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Walk to Water, Water Community
Lot
- Size: 0.68 Acres
- Features: Sloped
Details
- Parcel number: 10561
- Zoning: RAA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Block
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1949
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Location
- Region: Bridgeport
- Subdivision: Black Rock
Price history
| Date | Event | Price |
|---|---|---|
| 8/22/2025 | Sold | $925,000-7.4%$201/sqft |
Source:  Smart MLS #24098491 Report a problem | ||
| 7/23/2025 | Pending sale | $999,000$217/sqft |
Source: Smart MLS #24098491 Report a problem | ||
| 7/8/2025 | Price change | $999,000-9.1%$217/sqft |
Source: Smart MLS #24098491 Report a problem | ||
| 6/6/2025 | Listed for sale | $1,099,000+100.2%$239/sqft |
Source: Smart MLS #24098491 Report a problem | ||
| 7/22/2020 | Listing removed | $6,000$1/sqft |
Source: William Raveis Real Estate #170264574 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $22,209 | $511,150 |
| 2024 | $22,209 | $511,150 |
| 2023 | $22,209 | $511,150 |
Find assessor info on the county website
Neighborhood: Black Rock
Nearby schools
GreatSchools rating
- 4/10Black Rock SchoolGrades: PK-8Distance: 0.7 mi
- 3/10Bridgeport Military AcademyGrades: 9-12Distance: 2.1 mi
- 1/10Bassick High SchoolGrades: 9-12Distance: 2.2 mi
Schools provided by the listing agent
- Elementary: Black Rock
- High: Bassick
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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$1,348,000
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+$26,960
With Zillow Showcase(estimated)
$1,374,960
- Connecticut
- Fairfield County
- Bridgeport
- 06605
- Black Rock
- 440 Hilltop Road