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5 Windy Hill Road Chatham MA 02633

Chatham, MA5 Windy Hill Road

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 72702613

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,078
  • High School Monomoy

Rarely, if ever, does one of Chatham's legacy homes make it to the market. Captured within the confines of this exceptional property is old world craftsmanship and Cape Cod traditions. Located on the “loop” on a quiet cul-de-sac abutting 25 acres of town owned open space,[Black Duck Landing] privacy abounds. Enjoy the sea breezes from Stage Harbor on your 72 ft. grand front porch. Lush lawns and exceptional landscaping with a large blue stone patio and private fire pit area all contribute to your enjoyment of this property. Open the door to stunning opulence in every sense of the word. Classic detailed moldings, built in and ceilings throughout. Enjoy views of Stage Harbor from various locations This great masterpiece of elegance can be yours.

Listed by Michael Durkin of LAER Realty Partners

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

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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.

84 Royalston Road Wellesley MA 02481

Wellesley, MA84 Royalston Road

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 73461700

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 6,406

A rare offering in Wellesley, located in Cliff estates-this nearly one-acre private, park-like property features quality outdoor living and an elegant brick-front colonial. Royalston Road is a very exclusive and private location. Considered by many as one of the best streets and location in the town of Wellesley. Professionally landscaped grounds frame a spacious patio, sweeping lawn, and year-round heated pool, creating a true backyard sanctuary. Inside, the home showcases a classic formal fire placed living room and dining room. Luxurious open-concept kitchen and family room. Highlights include top-tier appliances, A dramatic wall of sliding glass doors along the kitchen and dining area blends indoor and outdoor living for effortless entertaining.The second floor offers six generous bedrooms plus a versatile bonus space ideal for work, play, or guests. The finished walk-out lower level features a full bath, theater and gym.

Listed by Mizner + Montero of Gibson Sotheby's International Realty

Listing Sold by Engel & Volkers Newton

{$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.

36 Roland Street Newton MA 02461

Newton, MA36 Roland Street, Newton Highlands

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 73476398

  • Residential
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 8,107
  • High School Newton South

Stunning new construction offering unparalleled craftsmanship and modern elegance, this custom-built luxury home features 6+ bedrooms, 7.5 baths, and over 8,000 square feet across four finished levels. Wrapped in Hardie and Thermowood siding with Pella windows, the home blends durability with refined design and abundant natural light. Seamless indoor-outdoor living includes a spacious deck, oversized patio, and fenced yard ideal for entertaining. The open-concept interior showcases an Italian chef's kitchen with Sub-Zero and Wolf appliances, an 8-foot quartz island, and a fully equipped butler's pantry. The primary suite is a private retreat with balcony, fireplace, heated floors, steam shower, soaking tub, and dual walk-in closets. Additional highlights include a gym, playrooms, office, custom arched wet bar, floating glass railings, designer lighting, built-in cabinetry, 5-zone HVAC, and 400-amp electrical service. Ideally located near shopping, dining, parks, schools, & major routes

Listed by Anya Kogan of Luxury Realty Partners

Listing Sold by Redfin Corp.

{$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.

15 Clowes Drive Falmouth MA 02540

Falmouth, MA15 Clowes Drive, Sippewissett

Price$3,700,000The price has recently decreased

Est. Mortgage: $/month

Under Agreement

MLS Number 73523380

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 6,331

Nestled in sought-after Sippewissett Highlands, this extraordinary custom home offers seasonal water views across Buzzards Bay to Marion, Mattapoisett, and Cleveland Ledge Lighthouse. Thoughtfully renovated from 2022-2026, the 6,331 sq ft residence blends timeless architecture, modern luxury, and exceptional craftsmanship. The flexible layout features 4 bedrooms, including two ensuites: one on the main level and a luxurious second-floor primary retreat with spa bath, sitting room, private balcony, and loft office. Elevator access serves all floors. The custom kitchen showcases a 5' x 10' walnut island, Thermador refrigerator, Bosch induction cooktop, double American Range ovens, and walk-in pantry with second dishwasher. Elegant spaces include a sunken living room with fireplace, paneled library, formal dining room, and screened sunroom. Outdoor features include 60+ feet of decks, stone terrace with Forno Bravo pizza oven, private pond, tennis/pickleball court, and deeded beach rights.

Listed by Patricia Dillon and Christina Anderson of Ermine Lovell 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 TourSave 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.

4 Claybrook Road Dover MA 02030

Dover, MA4 Claybrook Road

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 73486756

  • Residential
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 8,555
  • High School Dover-Sherborn

NEWLY PRICED! Exquisite antique country estate sited on 3.48 acres of manicured lawns and vibrant gardens, bordered by stone patios and a fabulous inground pool tucked among specimen trees for exceptional privacy. A circular drive leads to a spectacular 17-room, five-bedroom retreat, plus a 2009 carriage house with heated garage, indoor lap pool, full bath, sauna, office/music room, and impressive gym. This extraordinary "signature" property was fully renovated starting in 2010 with unmatched quality, craftsmanship, and elegance. The gracious foyer opens to a formal dining room, grand living room, office with built-ins and half bath, a sitting room off the chef's kitchen, and a stunning family room, all with fireplaces and custom finishes. Five spacious ensuite bedrooms grace the second floor. The lower level offers movie room with wet bar, game room, wine cellar, and second laundry room. BRAND NEW 7 bedroom septic for expansion potential and flexibility.

Listed by The Bohlin Group, Anna Bohlin, Martha Bohlin and Peter Bohlin of Compass

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:

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.

20 Rowes Wharf Boston MA 02110

Boston, MA20 Rowes Wharf, Unit 309, Waterfront

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 73519151

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,973
  • Neighborhood Waterfront

Directly on the 'nose' of Rowes Wharf, this newly constructed residence features water views on all sides, private outdoor space and two car garage parking. An open floor plan offers living and dining areas w/unobstructed water views, high ceilings, HWD floors, custom lighting and built ins. Expertly crafted kitchen w/wood cabinets, high end appliances, bar area, and large central island. Master bedroom with water views, sitting area and multiple closets with custom finishes. Luxurious master bathroom offers custom tile workmanship, floating double vanity, and grand walk-in shower. Guest bedrooms w/additional water views, private balcony, and custom lighting and closets. Guest baths w/custom vanities, tile work, and lighting. Two deeded garage parking and large private storage. Residents have access to unparalleled services and amenities of The Boston Harbor Hotel and Spa, as well as 24-hour Doorman, Concierge, and Marina access. A+ location on the primary footpath of the Waterfront.

Listed by Carmela Laurella and Travis Sachs of CL Properties

Listing Sold by CL 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:

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.

3 Mount Vernon Square Boston MA 02108

Boston, MA3 Mount Vernon Square, Unit 2, Beacon Hill

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 72841053

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,475
  • Neighborhood Beacon Hill

This stunning 3 bed, 2.5 bath home sits beautifully on two living levels. Mt. Vernon Sq. is nestled in the Flat of Beacon Hill & enjoys a wonderful private park that gives you the feel of the country in the city. When you enter this 30' wide home on the parlor level you are immediately impressed with the gracious entry foyer that opens into an expansive living & dining room that leads to the spectacular dream kitchen. The open custom designer kitchen has granite counters, double oven, dual fuel SS range, pot filler, custom hood, wine cooler and microwave drawer. An open study area and 1/2 bath complete the 1st floor. The master bedroom suite enjoys a large separate sitting area, huge bathroom, walk-in closet & private deck that overlooks lush gardens. The 2 other large bedrooms overlook the private square. Laundry room and 2nd full bathroom with large stall shower complete this home. Parking for one car at the front door is included & there is an additional 2nd parking spot for sale.

Listed by Alan Ginsberg of Donalan Group Realty,Inc.

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

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.

21 Endicott Street Newton MA 02461

Newton, MA21 Endicott Street, Newton Highlands

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 73501984

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 6,444
  • High School Newton South

Built in 2005 by a renowned local builder, this exceptional home offers refined finishes, thoughtful design, and rare privacy near Cold Spring Park. Sun-filled living spaces feature an open, flowing layout. A spectacular family room with fireplace opens to a huge screened porch, extending to a professionally designed stone patio with fire pit. The renovated gourmet kitchen anchors the home and showcases high-end appliances, custom cabinetry, and generous prep and gathering space. Upstairs features well-proportioned bedrooms, including a serene primary suite with a luxurious spa-like bathroom, and an office/great room with vaulted ceiling, cupola and custom built bookcase. Finished lower and third floor levels provide exceptional flexible living space, complemented by an impressive climate-controlled wine cellar with custom racking and display storage, and a performance focused in-home gym. Located near Newton Highlands Village shops, parks, Green Line T, and major commuter routes

Listed by Michael Rothstein and Kathy Halley of Hammond Residential Real Estate

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

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.

156 West Newton Street Boston MA 02118

Boston, MA156 West Newton Street, South End

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 73086578

  • MultiFamily
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,054
  • Parking Spaces 2

Prime location, large (20 feet wide) classic South End high-stooped bow-front townhouse with five floors, currently a legal three-family. Unit 1 is a spacious street and parlor level duplex with a full basement, ideal for an owner-occupant. Units 2 and 3 are lovely floor-through one bedroom layouts. Units 1 and 2 are currently empty, and Unit 3 has a tenant with a lease through August 31, 2023. Located on an extra-wide paved alley with easy access, the large and sunny back yard faces west/southwest and is deep enough to park four cars (tandem) and still have a patio. This well-maintained home has a rear deck off of the street level of Unit 1 with a spiral stair connecting it to the garden. Original detail abounds throughout the house, with marble mantles, beautiful crown moldings and an elegant staircase. All of this within a short distance of some of the South End's favorite parks, restaurants and shops, and just minutes from the Prudential Center. Don't miss this rare opportunity!

Listed by Sprogis Neale Doherty Team, Mark Doherty, John Neale and Bradford A. Sprogis of Sprogis & Neale Real Estate

Listing Sold by Compass

{$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.

50 Gould Road Newton MA 02468

Newton, MA50 Gould Road

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 73509097

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,942
  • High School Newton South High

Ideally located in Waban, just 0.3 miles to Waban Village, the T, & Angier Elementary, this exceptional young home sits on a quiet, tree-lined street. Built by a premier local builder in 2021, it beautifully blends timeless elegance with modern comfort. A stunning two-story foyer with a graceful curved stair & abundant natural light creates an unforgettable welcome. The sun-filled first floor with 10' ceilings offers a warm, inviting flow ideal for both everyday living & entertaining, & a flexible living room can easily serve as a first-floor en-suite bedroom. The chef's kitchen, featuring Sub-Zero & Wolf appliances, opens to a spacious family room with access to a patio & a private, level, landscaped backyard. A custom mudroom connects to the 2-car garage. Upstairs offers 4 en-suite bedrooms, including a serene primary suite with a spa-like bath and walk-in closet, plus individual HVAC zones & heated floors. The finished lower level includes a large recreation area & bed/bath & more

Listed by Anya Kogan of Luxury Realty Partners

Listing Sold by Coldwell Banker Realty - Newton

{$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.

459 Dudley Newton MA 02459

Newton, MA459 Dudley

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 73480314

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 5,868

Nestled in a charming neighborhood, this 2016 masterpiece offers an unparalleled combination of elegance and lifestyle. Spanning 5,868 square feet of meticulously finished living space, the home opens with a majestic entrance that leads to a classic dining room complete with custom built-in wine refrigeration. At the heart of the residence lies a professional chef's kitchen designed for grand-scale entertaining, which flows seamlessly into an expansive family room and out to the lush backyard.The main level is completed by a versatile guest suite or home office with an ensuite bath. Retreat upstairs to the palatial primary suite, featuring a cozy fireplace and a spa-inspired bathroom, alongside three additional spacious bedrooms and three full baths a separate laundry center. The third floor offers a massive flex room and full bath, while the lower level serves as an entertainment hub with a Hollywood-style theater. 3 Bay garage. Set on a rare 21,965SF Lot

Listed by Holly Kampler and Jerry Kampler of Classic Realty

Listing Sold by Classic 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:

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.

280 Ice Valley Road Barnstable MA 02655

Barnstable, MA280 Ice Valley Road, Osterville

Sale Price$3,700,000The price has recently decreased

Sold

MLS Number 73467558

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,557

Set on an oversized 2.94-acre corner parcel in Osterville's coveted Seapuit neighborhood, this newly built residence offers exceptional privacy, scale, and resort-style amenities just minutes from Osterville Village. Surrounded by established homes, it presents a rare turnkey opportunity in one of Cape Cod's most desirable communities. The home centers around a dramatic two-story great room with soaring ceilings and a gas fireplace, seamlessly connected to a showpiece chef's kitchen featuring expansive windows, a generous island, country sink, Viking appliances, and ceiling-height subway tile. A private dining room offers ideal separation for entertaining. The main level includes two en-suite guest bedrooms and a family room, while upstairs features a serene primary suite and an additional guest suite. Outside, the expansive grounds include an in-ground pool, private tennis and pickleball court, mature trees, and a covered porch for relaxed outdoor living.

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

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.

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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