Stockbridge MA Real Estate

old mission house stockbridge maHarsch Associates Berkshires Real Estate offers a variety of real estate in Stockbridge MA.  Browse current Stockbridge property listings below and then contact us if you are interested in scheduling a tour.  We serve the entire of the Berkshires with over 30 years of experience selling Berkshire Properties.

Stockbridge MA began as a mission. With the arrival of the railroad in the 1850s, Stockbridge MA became a popular summer resort for prominent New Yorkers and Bostonians who built what they called Berkshire Cottages. These elegant, sprawling Berkshire Stockbridge MA homes embody the best of America’s “Gilded Age.” 

Stockbridge MA Home for SaleThe grandeur of Stockbridge lives on in its pastoral beauty and exquisitely maintained historic buildings and landscapes.  To visit the Stockbridge Chamber of Commerce site and get dining and shopping information click the photo above.  Welcome Home to Harsch Associates your Berkshires Stockbridge Real Estate Home.

Stockbridge MA Must-See Sites

23 Prospect Hill Stockbridge MA 01262

Stockbridge, MA23 Prospect Hill Rd

Price$4,950,000

Est. Mortgage: $/month

MLS Number 238266

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 8,200
  • Acreage 57

Privacy and elegant simplicity in a home for all seasonsthis exquisitely designed house, set upon 55+ acres, has sweeping linear forms, large expanses of glass & an open yet cozy floor plan. Dozens of sliding glass doors & windows provide great cooling air flow along with multi-zoned central air if preferred. The extensive indoor use of natural materials like wood, brick & stone tile adds a warmth & beauty to the space & allows it to merge with the surrounding landscape of well-established gardens & woodlands. The layout of the common areas permits an easy & organic flow of movement & while well defined, these areas live in an intentional & casual relationship with each other. This offers a flexible use of space, whether for intimate conversations or large gatherings

Listed by Leslie G Chesloff and Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
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%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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17 Prospect Hill Stockbridge MA 01262

Stockbridge, MA17 Prospect Hill Rd

Price$4,450,000

Est. Mortgage: $/month

MLS Number 236486

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,000
  • Acreage 15.6

Enjoy all the berkshire seasons. Winter brings sledding, cross country skiing, access to downhill runs or enjoy the fire pit or get cozy by one of thefour fireplaces. Magnificent unspoiled views to the south and west create interest at all hours of the day and at sunset in particular. Thought to be one the first of the large 'cottages' on prospect hill. A wraparound glass porch overlooks the walled sunken garden. Three floors of living spaces with almost every room open to the views. Beautiful detailing with marble fireplaces and antique woodwork. Four bedroom and four and a half baths. A large game room with full bath occupies the third floor. There is a gunite pool. Golf tee/driving area. Minutes from tanglewood . May be purchased without the building lot for 4,150,000.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1 Lahey Cross Stockbridge MA 01262

Stockbridge, MA1 Lahey Cross Rd

Price$2,595,000

Est. Mortgage: $/month

Pending

MLS Number 237363

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,847
  • Acreage 22.63

Custom built estate on a 22+ acre picturesque lot. Thoughtfully designed with exceptional detail and quality. Enjoy a winding tree-lined driveway, seasonally blooming landscape, renowned goshen stonework, in-ground pool, & guest house w/ private deck. In the main house, a 2-story foyer leads you to a grand living room w/ superb views, & a library perfect for book lovers. Farmhouse kitchen, dining room w/ fireplace, & sweeping windows lead you to a screened porch. A 2nd-floor primary suite includes walk-in closets, european style bath & dual pedestal sinks. Perfect for entertaining w/ 5 total bedrooms, butlers pantry, wine cellar, & plenty of outdoor space overlooking the manicured landscape. Nearby attractions: norman rockwell museum, berkshire botanical garden, tanglewood, & chesterwood.

Listed by Joshua Stephens of NON-MEMBER: Reciprocal'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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30 East Stockbridge MA 01262

MLS Number 237415

  • Commercial
  • Square Feet 9,337
  • Year Built 1906
  • Acreage 6.98

Move right in and take over this successful well established business in the heart of the berkshires. This beautiful property is complete with a heated in-ground pool, mature landscaping, and distant mountain views. The location is perfectly situated between the picturesque towns of lenox, stockbridge and lee, close to tanglewood and other berkshire attractions.This property would also be perfect for a large family compound.

Listed by Lance Vermeulen and Lauren Rosen of LANCE VERMEULEN RE,INC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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30 East Stockbridge MA 01262

MLS Number 237414

  • Commercial
  • Bathroom 17
  • Square Feet 9,337

Move right in and take over this successful well established business in the heart of the berkshires. This beautiful property is complete with a heated in-ground pool, mature landscaping, and distant mountain views. The location is perfectly situated between the picturesque towns of lenox, stockbridge and lee, close to tanglewood and other berkshire attractions.This property would also be perfect for a large family compound.

Listed by Lance Vermeulen and Lauren Rosen of LANCE VERMEULEN RE,INC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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30 East Stockbridge MA 01262

Stockbridge, MA30 East St

Price$2,450,000

Est. Mortgage: $/month

MLS Number 237413

  • Residential
  • Bathroom 17
  • Bedrooms 16
  • Square Feet 9,337
  • Acreage 6.98

Move right in and take over this successful well established business in the heart of the berkshires. This beautiful property is complete with a heated in-ground pool, mature landscaping, and distant mountain views. The private location is perfectly situated between the picturesque towns of lenox, stockbridge and lee, close to tanglewood and many other berkshire attractions.This property would also be perfect for a large family compound.

Listed by Lauren Rosen and Lance Vermeulen of LANCE VERMEULEN RE,INC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Maple Stockbridge MA 01262

Stockbridge, MA12 Maple Ln

Price$2,395,000

Est. Mortgage: $/month

Pending

MLS Number 238212

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,904
  • Acreage 0.16

Year 'round waterfront home on stockbridge bowl, offered for the first time after 3 generations of enjoyment. Gorgeous views with 49 feet of waterfront. Create lasting memories with family & friends enjoying water skiing, swimming, motor boating, kayaking, canoeing, ice fishing, and ice skating. Features 3 bedrooms and 2 full bathrooms, plus loft and incredible stone fireplace in living room. Built in 1941 and renovated in 2000, including expansion of living room with sliding glass doors leading to waterfront, addition of 2 bedrooms & laundry room and renovation of 2 full baths and kitchen. Start your family memories today!

Listed by Rosemary Ann Baumann of WHEELER & TAYLOR REALTY CO.,INC.'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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108 Interlaken Stockbridge MA 01262

Stockbridge, MA108 Interlaken Rd

Price$2,375,000

Est. Mortgage: $/month

MLS Number 236514

  • Residential
  • Square Feet 500
  • Acreage 1.34

279' of frontage on stockbridge bowl. A long groomed driveway leads to this large, gorgeous parcel of lakefront. Wide, stunning southeasterly views of the lake with mountains beyond. A boathouse at the waters edge, scarce for lakefront. A victorian cottage (no water or utilities) deemed historic. A rustic storage barn provides a footprint with potential. Septic fields in. Drilled well. Utilities easily accessible. Design plans for a 5,000+ square foot home with garage available. A rare opportunity to own a large parcel of land with frontage on deep lakefront on stockbridge bowl.

Listed by Tom Lynch of BERKSHIRE PROPERTY AGENTS,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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108 Interlaken Stockbridge MA 01262

Stockbridge, MA108 Interlaken Rd

Price$2,375,000

Est. Mortgage: $/month

MLS Number 236377

  • Land
  • Acreage 1.34

279' of frontage on stockbridge bowl. A long groomed driveway leads to this large, gorgeous parcel of lakefront. Wide, stunning southeasterly views of the lake with mountains beyond. A boathouse at the waters edge, scarce for lakefront. A victorian cottage (no water or utilities) deemed historic. A rustic storage barn provides a footprint with potential. Septic fields in. Drilled well. Utilities easily accessible. Design plans for a 5,000+ square foot home with garage available. A rare opportunity to own a large parcel of land with frontage on deep lakefront on stockbridge bowl.

Listed by Tom Lynch of BERKSHIRE PROPERTY AGENTS,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 East Stockbridge MA 01262

MLS Number 237692

  • Commercial
  • Square Feet 12,672
  • Year Built 1984
  • Acreage 6.11

A unique development opportunity in the center of historic stockbridge, close to so many area attractions, including the national shrine of the divine mercy. Six acres on busy route 7 with existing residential and theater buildings ready for renovation. Various past iterations include a grand hotel, dance theater, and theater rehearsal and residences. Main building with over 12,000 square feet, 2 ranch homes, 2 small cottages, 2 theater studios and a pole barn.

Listed by Natalie Rose Weissbrod and Marnie Garzone of THE KINDERHOOK GROUP - PITTSFIELD'

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 East Stockbridge MA 01262

Stockbridge, MA15 East St

Price$1,800,000

Est. Mortgage: $/month

MLS Number 237693

  • Residential
  • Bathroom 8
  • Bedrooms 25
  • Square Feet 12,672
  • Acreage 6.11

A unique development opportunity located in the beautiful and historic towns of stockbridge and lenox. This property is close to so many area attractions that are surrounded by culture, wealth, nature, artists, musicians, entrepreneurs and much more. Offering 6 acres located on route 7 with existing residential and theater buildings that are ready for renovation. Various past iterations include a 32 bedroom mansion that is located in the main building on the property and is an incredible 12,000 sq.Ft. This property also offers two large dance studios, a cathedral ceiling theater for rehearsals, two small cabins, a pool, 2 story barn, two lovely ranch homes in which one is a 4br/2ba and a 6br/2ba that was renovated in 2017. Come schedule a tour with marnie garzone and natalie rose

Listed by Marnie Garzone and Natalie Rose Weissbrod of THE KINDERHOOK GROUP - PITTSFIELD'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Castle Hill Stockbridge MA 01262

Stockbridge, MA12 Castle Hill Rd

Price$1,750,000

Est. Mortgage: $/month

MLS Number 238412

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,224
  • Acreage 8.81

Welcome to 12 castle hill rd!Creative building solutions designed & built this beautiful home in 2004, and it has been lovingly cared for by the same owner since. As you meander up the long drive, you will find yourself perched atop a hill with incredible views spanning to butternut ski resort. As you enter the home, you are greeted by an expansive kitchen that leads to a incredible family room that offers excellent natural light, a study with beautiful built ins and a gorgeous fireplace. The kitchen features a viking range, hand selected vermont soapstone counters, and plenty of space for cooking and entertaining. Off of the family room, you can either catch some sun on the graciously sized back deck, or enjoy evening dinners al fresco on the screened in porch.

Listed by John J Burns of BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Interlaken Cross Stockbridge MA 01262

Stockbridge, MA7 Interlaken Cross Rd

Price$1,500,000

Est. Mortgage: $/month

Pending

MLS Number 238072

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,000
  • Acreage 1.8

Ready to move-into fully furnished, exceptionally well maintained, stockbridge home with 4 bedrooms/3bathrooms, an open floor plan, and an easy walk to stockbridge bowl. Enjoy the comforts of a wrap-around deck, screened porch and a 3-car garage. Investors note: this property has a terrific vrbo and airb&b rental history. Must be seen to be fully appreciated. Schedule your showings today.

Listed by George Cain of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Wheatley Stockbridge MA 01262

Stockbridge, MA6 Wheatley Dr

Price$995,000

Est. Mortgage: $/month

MLS Number 238931

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,851
  • Acreage 2.6

Hand crafted architectural work of art in the design tradition of famed new zealand architect maurice k. Smith. Extraordinary use of masonry, wood and glass. Delightful unique details at every turn. One's eye is continually brought to the next level and the out of doors. A wonderful retreat on a wooded setting a short walk to tanglewood and a quick drive to downtown lenox. Deeded beach rights at white pines beach on stockbridge bowl. Recent updates of furnace, oil tank, water heater, windows and more add to this rare find.

Listed by Suzanne Crerar and Cameron Volastro of STONE HOUSE PROPERTIES,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 South Stockbridge MA 01262
Pending

MLS Number 237423

  • Commercial
  • Square Feet 6,218
  • Year Built 1900
  • Acreage 0.19
  • Parking Spaces 10

Beautiful classic stockbridge building just off main street with seven apartments. Excellent investment opportunity. Off street parking, quick walk to town. Well maintained building with recent upgrades to electrical systems and heating. Currently fully occupied with longer term tenants.

Listed by Richard G. Aldrich and Anthony C Blair of STONE HOUSE PROPERTIES,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

6 Interlaken Stockbridge MA 01262

Stockbridge, MA6 Interlaken Rd

Price$725,000

Est. Mortgage: $/month

MLS Number 238873

  • Residential
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 2,459
  • Acreage 2.1

Swell house - 5 br, 2.5 ba mid-century cape across the street from the berkshire botanical garden. Sited on a partially wooded 2+ acre level lot, this comfortable home offers a first floor primary bedroom suite, two additional first floor bedrooms, formal dining room, galley kitchen, living room with fireplace & family room with fireplace. Second floor houses two additional bedrooms and full bath. Screen porch, stone patio and babbling brook. In the heart of the berkshires, this home offers privacy and relaxation, just minutes to downtown stockbridge, tanglewood and all area cultural & outdoor attractions. A must see!

Listed by Karen Climo of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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44 Main Stockbridge MA 01262

Stockbridge, MA44 Main St

Price$700,000

Est. Mortgage: $/month

MLS Number 238520

  • Condo
  • Elementary School Muddy Brook Reg.
  • High School Monument Mountain
  • Square Feet 1,000
  • Bedrooms 6

$700,000 development opportunity. Portfolio of 3 condos located in historic downtown stockbridge. Being sold as is; units to be built-out by new owner. Condo #2 - 1,448 sf, condo #3 - 1,023 sf, condo #4 - 1,844 sf. Current floor plans attached. On site private parking. Minutes to mass pike, steps away from the red lion inn and berkshire theater. Minutes to shopping, tanglewood, jacob's pillow, norman rockwell museum.

Listed by Anthony C Blair and Richard G. Aldrich of STONE HOUSE PROPERTIES,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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44 Main Stockbridge MA 01262

MLS Number 238245

  • Commercial
  • Square Feet 4,315
  • Year Built 1870
  • Acreage 0.18

Development opportunity. Portfolio of 3 condos located in historic downtown stockbridge. Sold as is; units to be built-out by new owner. Condo #2 - 1,448 sf, condo #3 - 1,023 sf, condo #4 - 1,844 sf. Current floor plans attached. On site private parking. Minutes to mass pike, steps away from the red lion inn and berkshire theater. Minutes to shopping, tanglewood, jacob's pillow, norman rockwell museum.

Listed by Richard G. Aldrich and Anthony C Blair of STONE HOUSE PROPERTIES,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

14 Yale Hill Stockbridge MA 01262

Stockbridge, MA14 Yale Hill Rd

Price$659,000

Est. Mortgage: $/month

MLS Number 238934

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,518
  • Acreage 0.31

This recently renovated bungalow is a sanctuary in the coveted neighborhood of yale hill. Listen to the sounds of the babbling kampoosa brook while enjoying a peaceful day in the garden, yard or on the deck. This house has 3 bedrooms, 2 full baths. A sunny kitchen appointed with high end appliances and combined dining area opens out to a large deck. The living room with fireplace has distant views of bear mountain. First floor bedroom could double as office space if working from home. Upper level has two bedrooms and full bath with double sinks. Laundry is situated off the kitchen. The front porch is the perfect spot to enjoy a good book. A 1 car garage is under the deck. Walk to town, and access to town beach and tennis courts. Low stockbridge taxes.

Listed by Susan Laidlaw of BERKSHIRE PROPERTY AGENTS,LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Mohawk Lake Stockbridge MA 01262

Stockbridge, MAMohawk Lake Rd

Price$650,000

Est. Mortgage: $/month

MLS Number 239012

  • Land
  • Acreage 19

Incredible land in stockbridge available for the first time in over 120 years. Build your dream home here in a private setting yet very close to the norman rockwell museum, berkshire botanical gardens and under 3 miles to the historical downtown stockbridge! Trails, the original chimney and fireplace from the 1800's homestead along with the old trees and gently sloping topography make this unique property a must see. Currently in chapter 61 for tax benefits. Call today for your appointment!

Listed by Jeff Gagnon and Gary L. Fuls Jr. of G. FULS JR. REAL ESTATE CO.'

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Oct 6, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to BCMLS  as of October 7, 2022 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.