Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$615,000

  • For Sale
  • Under Contract
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,236 Sq. Ft.
  • 2 Car Garage
  • Updated 5 days ago
See This Home
Save This Home
See This Home
Save This Home
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: $615,000
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24161508
  • Updated: 5/19/2026
  • Added to Site: 55 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

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

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
4/17/2026
Price Reduced
$615,000
-2.23%
MLS
4/12/2026
Price Reduced
$629,000
-1.7%
MLS
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.

Estimate the Cost for 148 Highwoods Dr

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Compass Connecticut, LLC, Gigi Giordano

Similar Properties near 148 Highwoods Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

64 Dohm Ave, Guilford, CT 06437 - Photo 1
$619,000

64 Dohm Ave  Guilford, CT 06437

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,126
    Sq. Ft.
Listed by Linda Toscano (203) 520-7899
60 Bradley Corners Rd, Madison, CT 06443 - Photo 1 Just Listed
$625,000
Open House

60 Bradley Corners Rd  Madison, CT 06443

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,984
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
402 Boston St, Guilford, CT 06437 - Photo 1
$649,000

402 Boston St  Guilford, CT 06437

  • Single Family
  • Active
  • Updated 7 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,174
    Sq. Ft.
Listed by Gibney Real Estate
112 Barnshed Ln, Guilford, CT 06437 - Photo 1 Price Reduced
-$10,000 (-1.56%)
$629,900

112 Barnshed Ln  Guilford, CT 06437

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,108
    Sq. Ft.
Listed by Santana Realty Group LLC

Just Listed near 148 Highwoods Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

118 Genesee Ln, Madison, CT 06443 - Photo 1 Just Listed
$849,000

118 Genesee Ln  Madison, CT 06443

  • Single Family
  • Active
  • Updated 2 days ago
  • 5
    Beds
  • 3
    Total Baths
  • 3,895
    Sq. Ft.
Listed by Cathy Lynch & Team (203) 627-2331
82 Concord Dr, Madison, CT 06443 - Photo 1 Just Listed
$1,000,000

82 Concord Dr  Madison, CT 06443

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 4
    Total Baths
  • 4,242
    Sq. Ft.
Listed by William Raveis Real Estate
26 Bassett Ln, Madison, CT 06443 - Photo 1 Just Listed
$2,250,000

26 Bassett Ln  Madison, CT 06443

  • Single Family
  • Active
  • Updated 1 hour ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,160
    Sq. Ft.
Listed by Beycome of Connecticut
1353 Durham Rd, Madison, CT 06443 - Photo 1 Just Listed
$569,000
Open House

1353 Durham Rd  Madison, CT 06443

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,022
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.

Price Reduced near 148 Highwoods Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

420 Summer Hill Rd, Madison, CT 06443 - Photo 1 Price Reduced
-$76,000 (-4.54%)
$1,599,000

420 Summer Hill Rd  Madison, CT 06443

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 4,022
    Sq. Ft.
Listed by Adriana Radu (203) 247-5215
64 Webster Point Rd, Madison, CT 06443 - Photo 1 Price Reduced
-$154,000 (-6.56%)
$2,195,000

64 Webster Point Rd  Madison, CT 06443

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 4,010
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
61 Hartford Ave, Madison, CT 06443 - Photo 1 Price Reduced
-$200,000 (-8.02%)
$2,295,000

61 Hartford Ave  Madison, CT 06443

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 3,306
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
92 Scotland Ave, Madison, CT 06443 - Photo 1 Price Reduced
-$50,000 (-2%)
$2,445,000

92 Scotland Ave  Madison, CT 06443

  • Single Family
  • Active
  • Updated 4 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 4,143
    Sq. Ft.
Listed by Wollman Realty

Recent Sales near 148 Highwoods Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

54 Coachlamp Ln, Guilford, CT 06437 - Photo 1 Sold
$595,000

54 Coachlamp Ln  Guilford, CT 06437

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,533
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by William Pitt Sotheby's Int'l
1092 Durham Rd, Guilford, CT 06437 - Photo 1 Sold
$616,000

1092 Durham Rd  Guilford, CT 06437

  • Single Family
  • Closed
  • Updated 10 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,800
    Sq. Ft.
Listed by Compass Connecticut, LLC
Sold by Suburban Homes & Condos
20 Long Hill Farm, Guilford, CT 06437 - Photo 1 Sold
$575,000

20 Long Hill Farm  Guilford, CT 06437

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 2,645
    Sq. Ft.
Listed and Sold by William Raveis Real Estate
102 N Mill Cir, Guilford, CT 06437 - Photo 1 Sold
$632,000

102 N Mill Cir  Guilford, CT 06437

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,204
    Sq. Ft.
Listed by Cathy Lynch & Team
Sold by Dawn D'Auria

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 $615,000 and was received on March 30, 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.

Tour this property