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$639,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,236 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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Welcome to 148 Highwoods Drive in Guilford-a beautifully maintained 4-bedroom, 2-bath home set on over 1.29 acres of meticulously manicured grounds. This property offers the perfect blend of comfort, space, and outdoor living. Step inside to an open-concept main level featuring hardwood floors throughout and a stunning living room with vaulted ceilings, a stunning floor to ceiling brick wood-burning fireplace and sliding doors that lead out to a spacious two-tier deck-ideal for entertaining or relaxing while overlooking the serene backyard. Adjacent to the living room is a well-appointed kitchen featuring a large island, granite countertops, and stainless appliance perfect for cooking, gathering, and everyday living. The main level includes three ample bedrooms, while the lower level offers a versatile layout with a fourth bedroom, a full bath, and a generous family room complete with a wood stove-perfect for guests, extended living, or a private retreat. Outside, enjoy the thoughtfully designed landscape with a stone patio, walkway, and fire pit area, creating a true outdoor oasis for gatherings. Additional highlights include a two-car garage and abundant storage space in the laundry/utility room conveniently located just off the two-car garage. The home was painted & the roof replaced 3 years ago, and it features public water along w/a newer septic system. Minutes to downtown Guilford and all it has to offer from fine dining, shopping, medical facilities, beaches and more!

Full Property Details for 148 Highwoods Dr

General

  • Price: $639,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24161508
  • Updated: 4/6/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Ceiling Fan, Hardwood Floor, 11 x 15, Main
  • Bedroom 1: Bedroom - Wall/Wall Carpet, 20 x 10, Lower
  • Bedroom 2: Bedroom - Ceiling Fan, Hardwood Floor, 10 x 10, Main
  • Bedroom 3: Bedroom - Ceiling Fan, Hardwood Floor, 10 x 13, Main

Other Rooms

  • Living Room: Living Room - Vaulted Ceiling, Ceiling Fan, Fireplace, Hardwood Floor, 16 x 16, Main
  • Family Room: Family Room - Wood Stove, Engineered Wood Floor, 22 x 23, Lower
  • Kitchen: Kitchen - Remodeled, Granite Counters, Island, 11 x 12, Main
  • Dining Room: Dining Room - Balcony/Deck, Sliders, Hardwood Floor, 9 x 11, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Sidewalk, Shed, Deck, Gutters
  • Color: Gray

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: New Haven
  • Neighborhood: North Guilford
  • Driving Directions: GPS friendly. Flat Meadow Lane to Mirror Lane and right onto Highwoods Drive.

School Information

  • Elementary School: Guilford Lakes
  • Middle School: Adams
  • Intermediate School: Baldwin
  • High School: Guilford

Community

  • Community Name: North Guilford

Heating & Cooling

  • Cooling Type: Wall Unit
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Raised Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Aluminum
  • Basement Desc.: Full, Garage Access, Liveable Space
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,236
  • Above Ground: 1,236 Sq. Ft.
  • Below Ground: 1,000 Sq. Ft.
  • Year Built: 1975

Lot Features

  • Lot Size (Acres): 1.29
  • Zoning: R-5
  • Lot Description: Lightly Wooded, On Cul-De-Sac, Professionally Landscaped

Green Features

  • Energy Features: Ridge Vents, Storm Doors, Thermopane Windows

Financial Considerations

  • Assessment Amount: $285,880
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1114481

Listed by Compass Connecticut, LLC, Gigi Giordano

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Listing agent

— 148 Highwoods Dr —

  • Gigi Giordano

    Compass Connecticut, LLC

Agent Contact: (203) 671-2155 Office Contact: (860) 767-5390

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 148 Highwoods Dr

School District:Guilford School District
NameGradesDistance
Guilford Lakes School
40 Maupas Road, Guilford, CT 06437
PK-41.1 mi
E. C. Adams Middle School
233 Church Street, Guilford, CT 06437
7-81.9 mi
Guilford High School
605 New England Road, Guilford, CT 06437
9-120.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 148 Highwoods Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/06/2026
Listed
$639,900
218.36%
MLS
5/24/1999
Sold
$201,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 148 Highwoods Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,905
4%
$285,880
—
2023
$7,599
3%
$285,880
—
2023
$7,399
6%
$285,880
36%
2022
$6,979
2%
$209,890
—
2021
$6,847
1%
$209,890
—
2020
$6,782
1%
$209,890
—
2019
$6,723
2%
$209,890
—
2018
$6,565
4%
$209,890
-2%
2017
$6,308
2%
$214,840
—
2016
$6,159
2%
$214,840
—
2015
$6,067
3%
$214,840
—
2014
$5,891
-6%
$214,840
-21%
2011
$6,250
—
$271,020
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Compass Connecticut, LLC, Gigi Giordano

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148 Highwoods Drive, Guilford, CT 06437 (MLS# 24161508) is a Single Family property with 4 bedrooms and 2 full bathrooms. 148 Highwoods Drive is currently listed for $639,900 and was received on April 06, 2026. Want to learn more about 148 Highwoods Drive? Do you have questions about finding other Single Family real estate for sale in Guilford? You can browse all Guilford real estate or contact a Coldwell Banker agent to request more information.

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