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109 School Street Edgartown MA 02539

Edgartown, MA109 School Street, Edgartown

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 73160542

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 3,193

Captain’s Quarters - Sitting up tall and proud at the crest of School Street, this iconic Edgartown village property has a lot to boast about. Surrounded by superb and historic architecture, the preserved town setting provides unmatched amenities. Nearby shopping, eateries, and harbor activities as well as Katama and stunning south shore beaches. The historic six-bedroom home has been thoughtfully restored and beautifully transformed. With design concepts, stylish renovations, upgraded systems, and rooms that multitask with ease – it all adds up to an appealing package. Serviced by town water and grandfathered with a six bedroom town sewer flow. Attached garage plus on-site parking for multiple vehicles. Side access through the gated arbor leads to the outdoor shower, private back yard with patio, and a useful shed too!

Listed by Grace Bishop and Helena Kirschenbaum of Compass

Listing Sold by Non Member Office

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1 Dexter Lane Manchester MA 01944

Manchester, MA1 Dexter Lane

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 72971495

  • Residential
  • Bedrooms 10
  • Bathroom 12
  • Square Feet 13,579
  • High School Mers

Sited on over 5 acres at one of the highest elevations in Manchester-by-the-Sea, this magnificent brick masonry manor offers distant hilltop views of the ocean, Kettle Island, and the Boston skyline and benefits from a southern exposure. A long private driveway leads to a spacious pea stone motor court and professionally manicured rolling lawns, which are accented with annuals and perennials, stone walls, ledge outcroppings, and majestic oak trees. A legally zoned 2-family residence consisting of “The Main House, and “The Wing” with a total of 10 bedrooms, the manor can easily accommodate a large family and guests in their own separate spaces, while also providing the flexibility of an in-law or au pair suite. The Main House has been restored and renovated while preserving its historical details. Special features include an at-home office with separate conference room, a wine cellar, two vaults that were originally built to store liquor, billiards room and exercise room.

Listed by Lanse Robb and Sophie Soman of LandVest,Inc.,Manchester -by-the-Sea

Listing Sold by LandVest,Inc.,Manchester -by-the-Sea

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

Do not fill in this field:

Do not fill in this field:

Virtual TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

26 Pequot Road Marblehead MA 01945

Marblehead, MA26 Pequot Road

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 72973984

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,400

“A show-stopping, magical property!” This is just one of the many comments made about the newly renovated coastal-contemporary home on 26 Pequot Road in Marblehead. Be prepared to be blown away by clear views of Wyman Cove and Inner Salem Harbor by way of 14-foot ceilings, Marvin Elevate Windows and oversized sliding doors leading directly out onto a beautiful Cumaru Deck. If you aren’t already a chef, you may just become one, preparing food on stunning quartzite countertops, cooking over amazing Wolf range top and baking in double Wolf wall ovens. A first-floor primary bedroom and bathroom make this 5-bedroom, 3.5-bathroom house comfortable and easy to live in. The magical winding pathways lead you down to the waterfront and tidal beach area with secret seating areas scattered throughout. This property is not one to miss! More photos to follow shortly.

Listed by Brandon Collins of William Raveis R.E. & Home Services

Listing Sold by William Raveis R.E. & Home Services

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

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Do not fill in this field:

Ask A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

20 Wedgwood Road Wellesley MA 02481

Wellesley, MA20 Wedgwood Road, Wellesley Hills

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 73062761

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 6,000

Price Improvement just now! This stunning house is truly a masterpiece of modern design, boasting meticulous craftsmanship and exquisite attention to detail. From the moment you step through the oversized wood front door, you are enveloped in a sense of luxury and privacy, with walls of glass inviting sunlight to flood the home's interior.Built by a master home builder, every aspect of this home is grand in scale and bold in design, yet perfectly balanced to create an elegant and refined refuge. The open floor plan and expansive great room provide ample space for entertaining guests, while the gambrel roof and Old World craftsmanship create a warm and inviting atmosphere.The home's interior architecture and design are truly exceptional, with every detail carefully considered and executed to perfection. The result is a breathtakingly beautiful home that seamlessly blends modern construction with timeless design elements, creating a truly one-of-a-kind living experience.

Listed by Catherine Bassick of eXp Realty

Listing Sold by United Real Estate, LLC

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

Do not fill in this field:

Do not fill in this field:

Virtual TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

38 Sandy Shoes Lane Chatham MA 02633

Chatham, MA38 Sandy Shoes Lane

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 73270541

  • Residential
  • Bedrooms 7
  • Bathroom 5
  • Square Feet 3,203

Heart of Chatham - Complete privacy. Rarely does this type of home become available. With its classic Cape Cod architecture & generous accommodation of 7 bedrooms,3 full + 2 1/2 baths, 38 Sandy Shoes Ln is perfect for hosting family gatherings & friends year round. This home boasts a large dining room & living room, each featuring very spacious fireplaces creating a cozy & inviting atmosphere, perfect for gatherings & relaxation. The private yard, patio & screen porch, lined by mature privet hedges & professional landscaping provides a peaceful retreat, yet its proximity to beaches, restaurants, golf, entertainment, & scenery ensures convenience & access to all of Chatham has to offer… Town, beach, golf, fish pier, restaurants, rail trail - all just steps away. This home offers captivating water views and the soothing sounds of Chatham Harbor & South Beach, complemented by stunning morning sunrises. It's a setting that promises endless enjoyment and tranquility

Listed by Team Real Market, Michelle Buras and Christopher Summers of Berkshire Hathaway HomeServices Commonwealth Real Estate

Listing Sold by Berkshire Hathaway HomeServices Commonwealth Real Estate

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

Do not fill in this field:

Do not fill in this field:

Virtual TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

39 Temple Road Wellesley MA 02482

Wellesley, MA39 Temple Road

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 73179298

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 6,825
  • High School Wps

Young & sophisticated colonial with 6,825sqft on a beautiful 0.67 acre lot in Wellesley’s coveted Dana Hall neighborhood. The 1st Floor features a handsome office, elegant living room, dining room w/ butler's pantry & chef's kitchen w/ top-of-the-line appliances. The kitchen opens to a breakfast room & spacious family room w/ oversized windows that flood the spaces w/ natural light. A large mudroom, 2 half baths + 3 car garage complete this level. The 2nd Floor offers a primary suite w/ fireplaced sitting room, 2 walk-in closets & spa bath, plus 3 en-suite beds & laundry. The 3rd Floor has a bedroom & full bath. The Lower Level offers endless opportunities for entertainment & recreation w/ a gym, theater + rec room w/ direct access to the backyard oasis featuring a fieldstone fireplace, kitchen, TV & sports court. Nestled on a beautiful, private lot w/ a heated, gated drive, 39 Temple Rd is the perfect blend of luxury living + an ideal location close to Wellesley's vibrant town center.

Listed by Beyond Boston Properties Group, Lisa Curlett, Maura Dolan and Tricia Parmele of Compass

Listing Sold by Douglas Elliman Real Estate - Wellesley

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

Do not fill in this field:

Do not fill in this field:

Ask A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

12 Kay Tiffany Way Lexington MA 02421

Lexington, MA12 Kay Tiffany Way

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 73193793

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 8,180
  • High School Lexington

Saving the best for last, this expansive custom designed contemporary farmhouse with front & back staircase was just completed. The final of 5 homes on the cul de sac, Kay Tiffany Way was built over the last 2 years & offers a cohesive setting. Designed with an open floor plan & plenty of large windows, amenities include a 1st floor ensuite bedroom with walk-in closet, family room with vaulted ceiling, a sunny breakfast nook and a HUGE walk-in pantry, perfect for keeping both appliances & your "Costco closet" out of sight. Keeping with that theme, the large walk-in closet in the mudroom catches more than coats on the way in, well-outfitted with plenty of open shelves as well as hanging space. The 2nd floor offers a spacious primary suite with sitting room & bath with radiant heat flooring. 3 add'l bedrooms, all ensuite, laundry + 3rd floor loft, bedroom+bath. Walk-out lower level has plenty of space for an exercise room, playroom or media room + bedroom & bath.

Listed by Deborah Fogarty of Coldwell Banker Realty - Lexington

Listing Sold by Giant Realty

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

Do not fill in this field:

Do not fill in this field:

Ask A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

111 Livingston Road Wellesley MA 02482

Wellesley, MA111 Livingston Road

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 73069968

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 6,383
  • High School Wellesley

Exquisite renovation designed by esteemed architect Patrick Ahearn. This Dana Hall property offers refined sophistication and plentiful space in a serene setting. Welcoming foyer leads to oversized living room, butlers pantry and elegant library. Beautiful kitchen with island, high end appliances and excellent storage. Eat-in area has stunning views of pristine grounds and opens to magnificent family room with vaulted ceilings and abundance of space making a perfect gathering opportunity. Formal dining room provides exceptional entertaining possibilities. Second floor has fabulous primary suite with dual walk in closets and spa-like bath. Second floor also has en suite bedroom and add'l bed/bath and sitting area w/built-ins. Third floor has two add'l bedrooms plus bath. Separate level has private offices and exercise area and add'l full bath creating a terrific bonus space. Expansive walk out finished lower level is not be missed! Meticulously crafted and maintained. Welcome home.

Listed by Debi Benoit of Gibson Sotheby's International Realty

Listing Sold by Gibson Sotheby's International Realty

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

Do not fill in this field:

Do not fill in this field:

Ask A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

95 South Road Bourne MA 02559

Bourne, MA95 South Road

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 73200225

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 3,557

Part of the highly desirable Wings Neck Trust, this expansive 6 bedroom waterfront home is set on 1.5 acres of land and has stunning views from nearly every room. Boaters will appreciate its substantial private deep water dock that has approximately 4ft of draft at low tide. The house itself is comfortable and well built with over 3500 square feet of living space and an 8 bedroom septic system. A 53' by 36' attached garage/workshop can serve many purposes and includes extra year round living space, multiple bays for car and boat storage, plus a machine and wood working shop with radiant floor heat. This property is set next to the Trust's club house, beach and docks, The club house is also the home of the Buzzards Yacht Club and the Buzzards Sailing School. The Trust also provides nearby tennis/pickleball courts and acres of conservation land. So much to enjoy in this prime location which offers both privacy, and proximity to the community happenings.

Listed by The Kenny-Heisler Team, Kenneth Heisler, Matina Heisler and Lisa Kenny of Kinlin Grover Compass

Listing Sold by Berkshire Hathaway HomeServices Robert Paul Properties

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

Do not fill in this field:

Do not fill in this field:

Virtual TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

178 Richdale Avenue Cambridge MA 02140

Cambridge, MA178 Richdale Avenue, Porter Square

Price$3,800,000The price has recently decreased

Est. Mortgage: $/month

Under Agreement

MLS Number 73468230

  • MultiFamily
  • Bedrooms 18
  • Bathroom 6
  • Square Feet 6,279
  • Parking Spaces 16

178 Richdale Ave is located between the Avon Hill and Porter Square neighborhoods. The three-story building contains six (6) total units comprised of three (3) 4-Bedroom/1-Bathroom units and three (3) 2-Bedroom/1-Bathroom units with 6,279 square feet of gross living area and 8,404 square feet of gross area. The Property is situated upon a 10,506 sqft (0.24-acre) parcel and offers ample parking with sixteen (16) spaces available via a large lot to the side and rear of the Property. In-place rents are significantly below the current market rates; the opportunity exists to continue to drive rents to the top of the market in the competitive and desirable Cambridge multi-family market. The Property has been well maintained and features large units with generously sized common and kitchen areas, offering a highly desirable and functional layout. Additionally, the large well-situated lot lends itself for a higher density redevelopment given recent changes to Cambridge zoning.

Listed by Tess Kohanski, Kelleher - Pentore Team, Dennis Kelleher and John Pentore of Horvath & Tremblay

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

777 Commercial Street Provincetown MA 02657

Provincetown, MA777 Commercial Street

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 73396371

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,120

First time offered in over 40 years, this rare East End waterfront home sits on nearly half an acre along an accreting beach with sweeping views and direct access to Cape Cod Bay. The cherished 3BR, 3BA residence offers 2,120± sq.ft., including a vaulted-ceiling bay-facing primary suite with private balcony, walk-in closet, and ensuite bath. The open-concept main level features wood-beamed ceilings, hardwood floors, a fireplace, and a spacious waterside deck. A partially finished walkout basement includes a second fireplace and opens to a beach-level patio. A detached one-car garage, deep front yard, outdoor shower, and non-flood zone location enhance comfort, privacy, and potential. Enjoy postcard-worthy sunsets over Provincetown and sunrises over Truro. With a 5-bedroom septic already in place, this is a legacy opportunity to own a true beachfront property in one of Provincetown's most desirable locations.

Listed by Iskren Georgiev of Gibson Sotheby's International Realty

Listing Sold by Today Real Estate, Inc.

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

Do not fill in this field:

Do not fill in this field:

Virtual TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

197-207 Pleasant Street Marlborough MA 01752

Marlborough, MA197-207 Pleasant Street

Sale Price$3,800,000The price has recently decreased

Sold

MLS Number 72906419

  • CommercialSale
  • Acreage 2.4
  • Zoning A3

The Frye Estate located at 197-207 Pleasant St is now available for sale! This property consists of 3 buildings recently occupied by the Sisters of St Chretienne as a rest home, meeting and recreation facility, church, and thrift school. The Mansion was built in 1920, is 5,828 sq ft and is currently set up with a grand foyer entrance with magnificent dentil moldings and trim work. It has several bedrooms with adjoining and private bathrooms. Two living rooms, a siting area, library and kitchen. The second floor has servants' quarters on one side, guest bedrooms and bathrooms on the other. Walkup attic with additional rooms and storage.The Main Building was built in 1960 is 30,034 sq ft,has three levels of meeting rooms, offices, recreation rooms, bedrooms, bathrooms, industrial kitchen, infirmary, theater/Church and two elevators.The Carriage House is 1,838 sq ft. It is currently set up as a thrift store. Steam and Forced Hot Water by 4 large capacity Oil Tanks.

Listed by Kimberly Rickman of OWN IT,A 100% Commission Brokerage, Ronja Giorgio of Coldwell Banker Realty - Northborough

Listing Sold by NAI Glickman Kovago & Jacobs

{$office->Name}

Levi Real Estate Inc.
444 South Union Street
Burlington VT, 05401
Office: 444-444-4444

Do not fill in this field:

Do not fill in this field:

Virtual TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.66% last updated on 2026-08-27

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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