$1,399,000
PENDING

99 Cross Hwy Redding, CT 06896

Estimated payment $9,820/month

Total Views 24,705
6 Beds
5.5 Baths
4,825 Sq Ft
$290 Price per Sq Ft

Highlights

  • Detached Guest House
  • Stables
  • Open Floorplan
  • Redding Elementary School Rated A
  • Heated In Ground Pool
  • Colonial Architecture

About This Home

Once a colonial cottage, now a country enclave full of charming spaces and modern conveniences. The heart of the home at 99 Cross Highway is the professional grade kitchen, that is open to a sitting room, gorgeous dining room and sunlit breakfast room. To one side of this central hub you will find a spacious family room with wet bar & another fireplace. On the other, a luxurious guest suite awaits, complete with bedroom, bathroom, living room & private entry. Upstairs, there are 4 bedrooms, plus an office, & laundry room. The primary suite is divine, with large closet area, fireplace, sparkling new bathroom & balcony overlooking the magnificent grounds. Stone patios offer seasons of outdoor living. Fields of play are off to one side, with steps leading past the gazebo to the pool on the other. The setting is surreal! A detached 2-car garage has a fresh one-bedroom apartment above. A potting shed/barn offers further options. Located just minutes to the Merritt, I-84 or Route 7. Peace and tranquility can be yours on this 2.76 acre treasure!

Listing Agent

Karen Hagen

Compass Connecticut, LLC License #RES.0795000 Listed on: 05/22/2025

Compass Connecticut, LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $25,118

Year Built

  • Built in 2009

Parking

  • 2 Car Garage

Home Design

  • Colonial Architecture
  • Farmhouse Style Home
  • Concrete Foundation
  • Frame Construction
  • Wood Shingle Roof
  • Wood Siding
  • Clap Board Siding
  • Stone Siding

Interior Spaces

  • 4,825 Sq Ft Home
  • Open Floorplan
  • 5 Fireplaces
  • Thermal Windows
  • Unfinished Basement
  • Partial Basement
  • Home Security System

Kitchen

  • Built-In Oven
  • Gas Range
  • Dishwasher
  • Wine Cooler

Bedrooms and Bathrooms

  • 6 Bedrooms

Laundry

  • Laundry in Mud Room
  • Laundry Room
  • Laundry on upper level

Pool

  • Heated In Ground Pool
  • Gunite Pool

Outdoor Features

  • Patio
  • Exterior Lighting
  • Gazebo
  • Shed

Location

  • Property is near shops
  • Property is near a golf course

Schools

  • Redding Elementary School
  • John Read Middle School
  • Joel Barlow High School

Utilities

  • Central Air
  • Geothermal Heating and Cooling
  • Programmable Thermostat
  • Private Company Owned Well

Additional Features

  • 2.76 Acre Lot
  • Detached Guest House
  • Stables

Listing and Financial Details

  • Exclusions: Please see Seller's personal property information statement that will list items included in the sale.
  • Assessor Parcel Number 269283

Home Details

Home Type

Single Family

Est. Annual Taxes

$25,118

Year Built

Built in 2009

Lot Details

0

Listing Details

  • Neighborhood: Redding Center
  • Property Type: Single Family For Sale
  • Style: Colonial, Farm House
  • Sq Ft Est Heated Above Grade: 4825
  • Total Sq Ft: 4825
  • Year Built: 2009
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Medical Facilities, Park, Playground/Tot Lot, Shopping/Mall, Stables/Riding, Tennis Courts
  • In Law Access: Detached
  • Exclusions: Please see Seller's personal property information statement that will list items included in the sale.
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: Unknown
  • Radon Mitigation Water Ynu: Unknown
  • Directions: GPS friendly.
  • In Law Apartment: Yes
  • Street Type: Highway
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 6
  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Fireplaces: 5
  • Basement Description: Partial, Unfinished
  • Interior Amenities: Open Floor Plan
  • Appliances: Gas Range, Wall Oven, Refrigerator, Dishwasher, Wine Chiller
  • Additional Rooms: Laundry Room, Mud Room
  • Laundry Room Info: Upper Level
  • Attic: No
  • Home Automation: Security System
  • Street Number Modifier: 99
  • Other SqFt Description: SF total is for main house only, 1 bedroom apartment offers 700 sf+ of additional living space.

Exterior Features

  • Exterior Features: Shed, Gazebo, Lighting, Guest House, Stable, Patio
  • Exterior Siding: Clapboard, Stone, Wood
  • Foundation Type: Concrete
  • Roof Information: Wood Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: Gunite, Heated, In Ground Pool
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 2
  • Garage And Parking: Detached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Geothermal
  • Hot Water Description: Domestic
  • Water Source: Private Well
  • Sewer: Septic

Schools

  • Elementary School: Redding
  • Middle School: John Read
  • High School: Joel Barlow

Green Features

  • Energy Features: Geothermal Heat, Programmable Thermostat, Thermopane Windows

Lot Info

  • Acres: 2.76
  • Lot Description: Lightly Wooded Borders Open Space Cleared Professionally Landscaped
  • Zoning: Residential
  • Parcel #: 269283

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 25118
  • Total Assessed Value: 850300
  • Mil Rate Total: 29.54

MLS Schools

  • Elementary School: Redding
  • Middle Jr High School: John Read
  • High School: Joel Barlow

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $25,118 $850,300 $162,800 $687,500
2024 $24,421 $850,300 $162,800 $687,500
2023 $23,545 $850,300 $162,800 $687,500
2022 $19,691 $590,600 $175,100 $415,500
2021 $19,395 $590,600 $175,100 $415,500
2020 $19,395 $590,600 $175,100 $415,500
2019 $19,395 $590,600 $175,100 $415,500
2018 $18,734 $590,600 $175,100 $415,500
2017 $24,318 $821,000 $191,500 $629,500
2016 $24,006 $821,000 $191,500 $629,500
2015 $23,735 $821,000 $191,500 $629,500
2014 $23,735 $821,000 $191,500 $629,500
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/18/2025 06/18/25 Pending -- -- --
05/22/2025 05/22/25 For Sale $1,399,000 +42.8% $290 / Sq Ft
12/23/2022 12/23/22 Sold $980,000 -10.0% $203 / Sq Ft
12/03/2022 12/03/22 Pending -- -- --
10/13/2022 10/13/22 For Sale $1,089,000 -- $226 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $699,000 --
Warranty Deed $699,000 --
Warranty Deed $590,000 --
Warranty Deed $590,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $650,000 Purchase Money Mortgage
Closed $650,000 Purchase Money Mortgage
Closed $650,000 No Value Available
Closed $500,000 Purchase Money Mortgage
Source: Public Records

Similar Homes in Redding, CT

  • 19 Pheasant Ridge Rd, Redding, CT 06896

    $1,157,000

    • 4 Beds
    • 3.5 Baths
    • 3,203 Sq Ft
    • 19 Pheasant Ridge Rd
    • Redding, CT

    Welcome home, this house has it all! Tucked away on tranquil cul-de-sac, this classic colonial sits on beautifully landscaped grounds with a private backyard oasis-complete with a wisteria-draped pergola, vibrant gardens, pool, putting green, firepit, and spaces for alfresco dining and entertaining. Just past Huntington State Park and pastoral farmland, the approach to this home is as charming as

    Barbara Reynolds Brown Harris Stevens

    Section Image
  • 56 Cross Hwy, Redding, CT 06896

    $1,625,000

    • 4 Beds
    • 4 Baths
    • 3,501 Sq Ft
    • 56 Cross Hwy
    • Redding, CT

    Experience the epitome of tranquility in this country retreat, nestled on over 18 acres of paradise.Adjacent to the sprawling 100+ acres of Samuel E. Hill Little River Nature Preserve and Robins Trail, this home is the perfect oasis.As you enter the main level, you immediately feel the rustic charm.The 1st floor includes a cozy bedroom, a sunlit family room, a kitchen, and a dining room.The 4

    Marissa Tartaglia William Pitt Sotheby's Int'l

    Section Image
  • 171 Cross Hwy, Redding, CT 06896

    $1,695,000

    • 4 Beds
    • 4 Baths
    • 5,072 Sq Ft
    • 171 Cross Hwy
    • Redding, CT

    Welcome to your private country retreat, just 60 miles from Manhattan. Impeccably remodeled & expanded with sparkling new pool, available immediately to enjoy the summer. Majestic stone pillars lead to the sprawling front lawn & Victorian porch with swing. Upon entry, notice the 9' ceilings & gorgeous trim on all windows & walls, evoking classic New England design. The beautifully appointed music

    Laura Ancona William Pitt Sotheby's Int'l

    Section Image
  • 37 Giles Hill Rd, Redding, CT 06896

    $1,795,000

    • 5 Beds
    • 3.5 Baths
    • 6,101 Sq Ft
    • 37 Giles Hill Rd
    • Redding, CT

    More than a home, this soulful country estate is a living, breathing sanctuary-a place to reconnect with nature, beauty, and what matters most. This quintessential CT farmhouse is like new in every way, but steeped in New England tradition with split rail fencing, over a dozen stone walls, charming front porch, rolling lawn, plus mature flowering trees/gardens. Set back from the road on nearly 5

    Laura Ancona William Pitt Sotheby's Int'l

    Section Image
  • 279 Black Rock Turnpike, Redding, CT 06896

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 4,495 Sq Ft
    • 279 Black Rock Turnpike
    • Redding, CT

    Rare opportunity to own one the areas most treasured Mini Compounds, nestled on 2+ beautiful acres of tranquility. At the heart, is an elegant 1820 Farmhouse meticulously updated offering 1,848 sqft of living space featuring 4 Bdrms & 1.5 Baths - each room is a testament to its architectural heritage, Hardwood Flrs, exposed beams, & exquisite Millwork + a beautifully renovated KIT blending modern

    Karla Murtaugh Compass Connecticut, LLC

    Section Image
  • 356 Black Rock Turnpike, Redding, CT 06896

    $1,550,000

    • 4 Beds
    • 5 Baths
    • 5,459 Sq Ft
    • 356 Black Rock Turnpike
    • Redding, CT

    Top of the line custom home bordering 80 acres of conservation land making this your tranquil, private compound. Sitting on 3 level acres of beautifully landscaped flower gardens this home is ideal for indoor/outdoor entertaining. In the expansive outdoor space, you will find a gunite pool, spa, gazebo, pool house, fireplace and more. Invite your guest inside to your living room with fireplace,

    Michael Ferraro Compass Connecticut, LLC

    Section Image
  • 28 Sunnyview Dr, Redding, CT 06896

    $1,299,000

    • 4 Beds
    • 2.5 Baths
    • 4,182 Sq Ft
    • 28 Sunnyview Dr
    • Redding, CT

    Welcome to 28 Sunnyview Drive! Sited at the end of a cul-de-sac with Redding Land Trust property behind, it affords wonderful privacy for peaceful living. Built in 1999, this home has the traditional open floorplan that you are looking for. Step into the foyer which is flanked by the living room with french doors and formal dining room. The kitchen has custom detailing including a built-in

    Kelly Higgins Coldwell Banker Realty

    Section Image
  • 16 Black Rock Turnpike, Redding, CT 06896

    $1,300,000

    • 4 Beds
    • 5 Baths
    • 4,140 Sq Ft
    • 16 Black Rock Turnpike
    • Redding, CT

    A long and winding drive leads to this exceptional colonial sited under a grand old oak tree. Upon entering there is an impressive double staircase in foyer with a palladium window and display shelf above door. Perfect for entertaining this open floor plan includes DR, LR w/fpl sunroom with walls of glass, library with fpl and French doors. There is a cook's kitchen, pass thru to large FR. French

    Jodi Langford Coldwell Banker Realty

    Section Image
  • 149 Limekiln Rd, Redding, CT 06896

    $1,149,000

    • 5 Beds
    • 2.5 Baths
    • 3,217 Sq Ft
    • 149 Limekiln Rd
    • Redding, CT

    Tucked away on a scenic country road in the heart of Redding, 149 Limekiln Road is a rare blend of historic charm, spacious living, and natural beauty. A thoughtfully designed wing added in 1964 expanded the home's footprint, creating versatile spaces perfect for today's lifestyle. Inside, you'll find original chestnut wide-plank floors, custom built-ins, a gourmet kitchen, and three fireplaces

    Chadwick Ciocci Higgins Group Greenwich

    Section Image

Source: SmartMLS

MLS Number: 24098131

SmartMLS

APN: REDD-000022-000000-000123