Brattleboro VT Homes for Sale

Brattleboro is a small Vermont city with alot of personality. Brattleboro offers residents the perfect balance between outdoor adventure and shop-lined streets.

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Condos | Multi-Family | Commercial | Land

80 Linden Street Brattleboro VT 05301

Brattleboro, VT80 Linden Street

Price$699,000

Est. Mortgage: $/month

MLS Number 4919600

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Square Feet 5,768
  • Acreage 0.44

In town property with RESIDENTIAL, OFFICE, OR MIXED USE OPPORTUNITY. Steeped in history, this building is known as Deacon John Holbrook House. It is one of the village's finer Federal Style houses facing the Common. The interior detail and craftsmanship are notable as Holbrook built it for himself circa 1825 after a successful career in local business ventures. Two story main building was converted to be used as office space with 14+ offices, a kitchen, and 4 bathrooms. On the first floor, 4 offices and 2 bathrooms are ADA accessible. There is separate newly renovated "carriage house" with two office spaces and a bathroom. The property is on a corner lot with frontage on Linden and Chapin St and has 19 dedicated parking spots. It is one block from the Town Hall and the Court House. Brattleboro is located along the Connecticut River Valley with easy access to Interstate 91, Vermont Route 5 and 9. Several ski areas are within an hour drive. Owner is licensed real estate agent with Lake Point Properties. Also listed Commercial MLS#4919541.

Listed by Yana Walder of Lake Point Properties,LLC

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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242 Putney Road Brattleboro VT 05301

Brattleboro, VT242 Putney Road

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4931825

  • Residential Single Family
  • Bathroom 4
  • Square Feet 3,188
  • Construction Existing
  • Bedrooms 4

Are you looking for a property that affords the convenience of in town living, the ease and peace of mind of a well cared for home, and a great space to entertain friends and family--this is it! Close to all that Brattleboro has to offer, this fantastic ranch style home has 3 bedrooms and 3 bathrooms on the main level as well as a large, updated, eat-in kitchen that flows into the window filled family room complete with gas fireplace. A more formal dining and living room and home office and first floor laundry complete the main level. Downstairs you will find another bedroom and 3/4 bath, a large finished rec room with a wet bar, perfect for a home theater or office, kids hangout, or workout room. Need room for storage? Plenty of that on the unfinished side of the basement. Outside you will enjoy your well landscaped yard complete with irrigation system and seasonal views of the Retreat Meadows. Swim in your in-ground, fenced pool, or play lawn games in the ample back yard. Don't miss this Putney Road gem! Delayed showings until 10/08/22.

Listed by Karen Hoppe of Berkley & Veller Greenwood Country

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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10 Strawberry Hill Brattleboro VT 05301

Brattleboro, VT10 Strawberry Hill

Price$565,000

Est. Mortgage: $/month

MLS Number 4932798

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Square Feet 4,019
  • Bedrooms 4

The builders of this magnificent house sailed to England on the Queen Mary for their honeymoon in 1938. They were so impressed with the elegance and modernity of Cunard's flagship, they wanted their new house to evoke all the glamour of the new Modernistic architecture style. The result is an incredible fusion of the nautical & the structural including all the period features one would expect. The library sports a round, tiled fireplace, built-ins, blonde wood paneling & glass brick windows. The sunken living room offers large glass expanses, gleaming hardwood floors & an exquisite fireplace with mirror. The expansive kitchen blends the 'Modern' with contemporary appliances, a breakfast bar and a cozy eat-in dining area. Both a butler's pantry & a cook's pantry lead you to the formal dining room with views of the outdoors. Head up the red staircase to find an en suite primary bedroom, three other bedrooms plus a dramatic tree high sun porch running the full width of the house. Each of the two bathrooms is appropriately plumbed with Modernistic tiles and fixtures that harken back to a splendid age. Below decks, the ground floor will surprise you with its period wet bar replete with brass portholes and ship's bell as well as a heated garage and utility area with half bath and laundry. With 4 bedrooms and 4 baths, copious closets and outdoor decks, it's not just a home but an important architectural example perfect for raising large families or for those who love to entertain.

Listed by Jane Sonntag and John McPherson of Berkley & Veller Greenwood Country

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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490 Akley Road Brattleboro VT 05301

Brattleboro, VT490 Akley Road

Price$529,000

Est. Mortgage: $/month

MLS Number 4935767

  • Residential Single Family
  • Square Feet 1,990
  • Bedrooms 2
  • Construction Existing
  • Bathroom 2

This amazing, energy-efficient, super-insulated HERS-rated straw bale house was built by one of this area's best green home builders. R-30 walls. R-15 continuous exterior insulated concrete foundation. Triple-pane, aluminum-clad, wood interior windows that tilt & turn for easy cleaning. 8” dense-pack cellulose insulation. Clay plaster and lime plaster interior walls for airtightness. No-step entrance for accessibility; 4' hallways, 3' doorways, 5' turnarounds in kitchen and bathrooms. Roll-in shower. Thermostatically-controlled electric radiant heat panels. Standing seam metal roof. Locally-harvested pine & hemlock timbers. No plywood; all sheathing and subfloors are local pine boards. Cherry floors logged & milled in Putney. Guilford slate hearth, mudroom and bathroom floors. Hearthstone Castleton wood stove. Delayed showings; Open House: Saturday, November 12, 10am-noon.

Listed by John Hatton of Berkley & Veller Greenwood Country

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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750 Upper Dummerston Road Brattleboro VT 05301

MLS Number 4916437

  • Residential Single Family
  • Construction Existing
  • Square Feet 1,989
  • Bathroom 1
  • Bedrooms 3

This gorgeous circa 1800's Cape Cod style home is an eye catcher for sure. Located in a most desirable neighborhood, just around the corner from the Brattleboro Country Club. Holding onto its classic charm, this sweet home has retained much of its original character. An impressive large kitchen with a center island, wall oven, walk-in-in pantry and a gorgeous formal dining room. The 1st floor has a relaxed feel of spaciousness with an office or potential ground floor bedroom, a generous living room, den, full bath and washer/dryer hookup. Take the classic staircase upstairs to the three bedrooms. The oversized detached 2 car garage has an expansive second floor that offers a storage area as well as potential for an office or studio. Capturing natures beauty from you back stone patio, you overlook 2 acres of open land and mature trees or waive to your neighbors on your covered front porch. This is a fabulous home for entertaining, all just minutes to downtown Brattleboro, the Retreat Farm, hiking and biking trails, kayaking etc. This gem checks all the boxes if you are looking for a classic Vermont home in a superb setting.

Listed by Brattleboro Area Realty

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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67 Pine Street Brattleboro VT 05301

Brattleboro, VT67 Pine Street

Price$300,000

Est. Mortgage: $/month

MLS Number 4896408

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,584
  • Construction Existing

Awesome! Start with the rehabbed 1900's home with 3 bedrooms up and a living room, eat in kitchen on first floor. Add about about a 1000 square foot one floor 2 bedroom addition for a mother in-law apartment and you have an awesome large family home, in-law or rentable apartment. The apartment also has am enclosed porch. Add a fenced yard, off street parking, great old basement and you have a great package. Yes, there are some cosmetics to do, replace the addition rug, painting, etc, but well worth the trouble. Nestled in a neighborhood and next to a little park. Close to shopping, downtown and the hospital. Mask and sanitize please. Allow 48 hour notice for tenants with dogs. Sale subject to third party approval.

Listed by Brattleboro Area Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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346 Akley Road Brattleboro VT 05301

Brattleboro, VT346 Akley Road

Price$300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4934690

  • Residential Single Family
  • Square Feet 1,600
  • Bedrooms 3
  • Construction Existing
  • Bathroom 1

Idealistic and quintessential Vermont home in the heart of West Brattleboro. Nestled into the woods, this beautiful home sits on over 10 acres of land that includes streams, a pond, rolling hills, well maintained trail systems and stone walls. The property has two additional cabins that can be converted into rental space, or create a retreat or communal living space. The possibilities are truly endless. The home itself is warm and spacious, with open concept kitchen living and dining area. Two bedrooms on the main living floor and a large master bedroom in the lofted space. Cherry wood cabinetry and hardwood floors throughout, this is a very special place. This home is both unique and comfortable and it is ready for its new owners. The South-facing sunlight pours through the many windows throughout the day. This home has a recent home inspection done by the sellers that is available to the public. Delayed showings until Saturday October 29th. Open House 2-4pm that same day

Listed by Kate Barry of EXP Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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105 Stockwell Drive Brattleboro VT 05301

Brattleboro, VT105 Stockwell Drive

Price$300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4929485

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Square Feet 1,925
  • Bedrooms 3

Stunning, turn-key home in an ideal location! Nestled sweetly in West Brattleboro, this home has everything you could ever want or need. Beautiful gardens in both the front and back yards, with space to add more. Beautiful and well built 3 season porch off of the main living area that leads you out to the expansive yet private backyard with fire pit for plenty of room for recreation and relaxation The first floor is open, airy with a fantastic updated kitchen with stainless steel appliances. The second floor offers three spacious bedrooms with a nicely sized full bathroom. The master bedroom includes a sweet loft space that can be used for extra storage or as a home office. The attached over-sized garage has enough space for cars, tools, toys and even has an additional finished room with a large closet that could be used as a bedroom, music studio, or office. Solar panels are an extra bonus to reduce the cost of running this home! This home has the best of all worlds, conveniently located to downtown shopping, restaurants, schools and hospitals but offers the tranquility and peace of a country home. Delayed showings until Saturday Sept 17th

Listed by Kate Barry of EXP Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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128 Green Street Brattleboro VT 05301

Brattleboro, VT128 Green Street

Price$299,000

Est. Mortgage: $/month

MLS Number 4937893

  • Residential Single Family
  • Bathroom 2
  • Square Feet 1,443
  • Bedrooms 3
  • Construction Existing

This Circa 1830 Cape that was brought into the 21st century with new windows, updated kitchen and electrical work, ticks a lot of boxes! Starting with the location. It is tucked behind a large Victorian, but still manages to get a lot of natural light while being almost invisible from the road. It is just two minutes away from everything Downtown Brattleboro has to offer. The bedroom on the first floor with its en suite full bath is a definite plus. The size of the property is perfect for someone just starting out, or alternatively some one wanting to retire and be able to have peace and quiet, but access to a vibrant downtown. This well cared for property has so much to offer you will need to come see it for yourself! 2.5 Hrs. from Boston. 4 Hrs. from Montreal and NYC. 40 min. Mount Snow. Delayed Showings until Dec. 3, 2022.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

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$
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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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61 Meadowbrook Road Brattleboro VT 05301

Brattleboro, VT61 Meadowbrook Road

Price$269,900

Est. Mortgage: $/month

MLS Number 4936230

  • Residential Single Family
  • Square Feet 1,900
  • Bedrooms 4
  • Construction Existing
  • Bathroom 2

Charming, conveniently located and well-cared for, this beautiful property is ready for its next chapter with new owners. Interior features include hardwood floors, a pantry, a lovely enclosed porch and a wood-burning fireplace for cozy winter evenings. The spacious yard, encompassing three sides of the house and bordered by the Whetstone Brook, has existing perennials and blueberry bushes, with ample room for additional gardens and recreation. The large two-car garage provides space for projects, storage and imagination. A truly special home.

Listed by Brattleboro Area Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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28 Blakeslee Street Brattleboro VT 05301

Brattleboro, VT28 Blakeslee Street

Price$269,000

Est. Mortgage: $/month

MLS Number 4933724

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,840

This classic four bedroom home is tucked away in privacy while also located right in the middle of all the conveniences of Brattleboro. This neighborhood is perfect for new families or folks looking to quiet down on a slow road while still benefitting from a good location. This New Englander has the original hardwood floors throughout the whole house giving it classic charm. The main floor includes a large bedroom with views of the neighborhood and a full bathroom making this a perfect option for first floor living. All four bedrooms in this home are large and feature a closet. Both the attic and basement have potential to be finished areas to maximize living space in the home. A large deck off the side of the house is perfect to sit out during the warm seasons. A second floor balcony is perfect to relax and watch the neighborhood pass. Located under a mile from Brattleboro Union High School, grocery stores, pharmacies, and restaurants make this home convenient to all your immediate necessities.

Listed by Teddy Kramer of Berkley & Veller Greenwood Country

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$
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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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35 Fairground Road Brattleboro VT 05301

Brattleboro, VT35 Fairground Road

Price$250,000

Est. Mortgage: $/month

MLS Number 4925668

  • Residential Single Family
  • Bathroom 1
  • Square Feet 1,008
  • Bedrooms 3
  • Construction Existing

Looking for a starter-home, wishing to downsize or planning to age-in-place? Then look no further. This compact but surprisingly roomy Cape home is the answer! This sunny and cheery home's ground floor has a kitchen, a living room, a bedroom and a bonus small office/study. The ground floor's ¾ bath has been recently updated with a newly tiled shower and floor. There's new vinyl flooring in the kitchen and hallway. All the other ground floor rooms have hardwood floors. The upper level has two bedrooms with pine wood floors (one has part vinyl covering). The home has a full, dry basement with laundry and dryer hook-up. The basement has both interior and exterior access (the basement's bulkhead is new!). The level, open and sunny yard is great for fun, gardening or whatever your favorite outdoor activities may be. Minutes away from all that Brattleboro has to offer, this well cared for home is ready for it's next owners to make it their own and bring it to the next level. Contingent on Sellers finding suitable housing. Delayed showings until Saturday 8/20/22.

Listed by Laura D'Angelo and Thom Dahlin of Berkley & Veller Greenwood Country

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$
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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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173 Green Street Brattleboro VT 05301

Brattleboro, VT173 Green Street

Price$250,000

Est. Mortgage: $/month

MLS Number 4912661

  • Residential Single Family
  • Square Feet 2,150
  • Construction Existing
  • Bathroom 3
  • Bedrooms 5

An amazing opportunity! This classic New England home is currently set up as a two family multi unit apartment home, with the ability to turn it back into a three unit family. This creates the opportunity for an owner-occupied investment. Located in the beautiful neighborhood of Green Street, with easy access to downtown, schools, shops, hospitals, and restaurants. Well maintained apartments, with a first floor apartment and then the 2nd floor is currently rented by the room. Third floor can be converted back into its own single apartment. Spacious backyard and wrap around porch, with additional deck spaces off the back. The property does need some TLC, however it is a cash cow property with great rental income. Also listed as a multi family MLS#4912688

Listed by Kate Barry of EXP Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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204 Williams Street Brattleboro VT 05301

Brattleboro, VT204 Williams Street

Price$218,300

Est. Mortgage: $/month

MLS Number 4922763

  • Residential Single Family
  • Construction Existing
  • Square Feet 1,611
  • Bedrooms 3
  • Bathroom 2

Built in 1840, this two story colonial offers approximately 1611 finished square feet, three bedrooms, one full and one half bath, unfinished basement and detached one car garage. This home sits on an approximate 15682 sqft lot. No interior viewings allowed.

Listed by Sherry Price of REALHome Services and Solutions,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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95 Williams Street Brattleboro VT 05301

Brattleboro, VT95 Williams Street

Price$210,900

Est. Mortgage: $/month

MLS Number 4901346

  • Residential Single Family
  • Bedrooms 2
  • Square Feet 944
  • Bathroom 1
  • Construction Existing

So Special! This 2 bedroom one level home is perfect for aging in place or a good starter. Bright and light with a window for bird watching over the sink, eat in kitchen, huge front to back living room and a full length screened in porch. Level yard back and front with lots of plantings. The family room in the lower level is a good sized den, office or play room. Priced to sell. Photos are from when owner lived in home.

Listed by Brattleboro Area Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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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92 Western Avenue Brattleboro VT 05301

Brattleboro, VT92 Western Avenue

Price$199,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4910620

  • Residential Single Family
  • Bathroom 2
  • Construction Existing
  • Bedrooms 3
  • Square Feet 916

Really sweet New Englander in the heart of Brattleboro! Nice upgrades include vinyl windows and newer forced hot air heating system. Beautiful features include bay windows, unique built-ins and hardwood floors. The most wonderful feature of the home has to be that it has THREE deck and patio spaces. You will feel like you are in a comfortable tree house in the middle of the woods, all while being a stone's throw from downtown shopping and restaurants. This home has been well-cared for and is ready for its new owners. Move in ready and new owner ready!

Listed by Kate Barry of EXP Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 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

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Copyright 2022 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated November 29, 2022 5:10 PM EST.