Greenwich CT Homes with Guest Houses

Scroll to view current single family homes with a gues house on the market in Greenwich Connecticut. Love what you see? Register with us to save your favorites and to get daily updates when similar properties are posted. Already have an account? Log in here! For more information about Greenwich, its available properties or insights into other residential properties that might be coming to market contact Edward Mortimer today
90 Carter Drive Stamford CT 06902

Stamford, CT90 Carter Drive

Price$1,050,000

Est. Mortgage: $/month

MLS Number 116870

  • Residential
  • Bedrooms 4
  • Full Bath 4
  • Square Feet 3091
  • Acreage 0.32

Handsome, beautifully maintained center-hall colonial, w/in-ground, heated swimming pool. Property in private association w/deeded beach rights, seconds to LIS for swimming & kayaking. Original ranch totally gutted,& second floor added in 2007/08. House features: a large eat-in kitchen w/two islands, sinks & dishwashers; master suite w/two dressing rooms, two marble baths; a family room w/fireplace & separate eating area off the kitchen. Formal dining & living rooms, w/FP; built-ins & wet bar in study off the LR.There is a BR w/ensuite bath on the first floor which can be used for office, au-pair, or guests, in addition to two other BRs on the 2nd floor w/full bath/jacuzzi.Tiled terrace/mahogany deck leads to pool for formal or casual entertaining. House has three (3) zones for heating& a/

Listing Courtesy of Coldwell Banker 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

22 Dads Lane Stamford CT 06903

Stamford, CT22 Dads Lane

Price$2,599,900

Est. Mortgage: $/month

MLS Number 115158

  • Residential
  • Bedrooms 7
  • Full Bath 7
  • Square Feet 13018
  • Acreage 1.02

Absolutely stunning center hall colonial with 6 bedrooms, 7 full and 2 half baths, on beautifully manicured, private and level 1 acre with heated in-ground pool, spa and private guest house! Finished suite over garage and 3rd floor bonus room could be a 7th bedroom. 3 car garage plus a lift make for indoor parking for 4 cars. Elevator. The basement boasts a 1000 bottle wine room, a full bar, multiple entertaiment areas, full bath, 2nd laundry and safe room. A true rarity, this home also has a beautiful 2 bedroom guest house located at the back of the property, with its own private fenced yard, and accessed via the extended driveway. The main floor features beautiful hardwood floors, and has the primary bedroom and en-suite bath with a gorgeous stone tile shower. (more)

Listing Courtesy of Pinnacle RE & Mgmt Services

$
$
%
$/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

678 Riversville Road Greenwich CT 06831

Greenwich, CT678 Riversville Road

Price$2,600,000

Est. Mortgage: $/month

MLS Number 116603

  • Residential
  • Bedrooms 5
  • Full Bath 5
  • Square Feet 5851
  • Acreage 4.05

Unique opportunity to own a beautiful working horse farm w/ paddock,7 stalls+ tack, wash & feed rms.Easy access to 150 miles of Greenwich riding trails, plus a spacious fully updated 5 br home & charming guest cottage all surrounded by 686 acre Audubon conservation property just 35 miles from NYC! Bright,spacious beautifully updated main house overlooks the paddock & has large rms, high ceilings,5 bedrooms incl 2 master suites, eat-in kitchen,library,art studio/fam rm, lower level game room, generator,central A/C & top of the line systems.Guest cottage w/ 1 br & central A/C is also fully updated & extremely charming. -Great income potential! Conveniently located just 3 miles from shops. Also for rent $24,000/mo w/ cottage MLS 116692 pr $20,000/mo without cottage MLS 116687

Listing Courtesy of Coldwell Banker 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

120 Dingletown Road Greenwich CT 06830

Greenwich, CT120 Dingletown Road

Price$2,750,000

Est. Mortgage: $/month

MLS Number 116742

  • Residential
  • Bedrooms 3
  • Full Bath 3
  • Square Feet 3777
  • Acreage 1.89

Elegantly conceived, hard to forget original with unique architectural details situated on two lush acres graced with a pool, spa, expansive terraces, and a magnificent pool house suitable for year-round use. Just off of Stanwich Road, there will be no twisting and turning to arrive at this 4,475 Sq. Ft. masterpiece which boasts recently updated master bath and kitchen, 3 fireplaces, and a full-floor master suite with contiguous office space and capacious closets. It is worth noting that the pool house, designed by Douglas Vanderhorn, is heated and air conditioned and contains a beautiful hearth-size fireplace, cathedral ceiling, full bath, and kitchen. What a great spot for overnight guests who love scenic views!

Listing Courtesy of Coldwell Banker 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

10 Highgate Road Riverside CT 06878

Riverside, CT10 Highgate Road

Price$2,795,000

Est. Mortgage: $/month

MLS Number 115841

  • Residential
  • Bedrooms 4
  • Full Bath 2
  • Square Feet 3138
  • Acreage 0.8

Unique opportunity to live on a prime level .80 acre lot in the exclusive Harbor Point Association, the only gated community in Riverside sited at the end of coveted Indian Head Road. 10 Highgate is in need of a complete renovation. Another option is to build a custom home with a dramatic rooftop entertaining area to enjoy water views. The Association perks include a marina, a crescent private beach looking out onto the open Long Island Sound as well as guard house to welcome your guests. Idyllic coastal lifestyle minutes to schools, shopping, dining and train.

Listing Courtesy of Houlihan Lawrence

$
$
%
$/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

36 Cognewaugh Road Cos Cob CT 06807

Cos Cob, CT36 Cognewaugh Road

Price$2,999,900

Est. Mortgage: $/month

MLS Number 116417

  • Residential
  • Bedrooms 6
  • Full Bath 7
  • Square Feet 4151
  • Acreage 0.31

A great opportunity to own a new construction in Cos Cob on the Riverside border with seasonal river views and room for a pool. This property has public water, sewer and gas.Within this 4,300 sq ft home you'll find 12 foot ceilings in the gourmet kitchen and family rm. With en suite double primary bedrooms and 4 additional bedrooms all en suite w/walk in closets. Plenty of privacy and rm for family and guests. The house is designed for flexibility: home office, yoga studio, playroom etc... The 600 sq ft covered deck running the entire length of the house is the perfect place to relax at the end of the day.Completion schedule for the fall. Get in for Thanksgiving and Holiday Entertaining!Property is to be shown by appointment only. Please do not walk property or enter the home.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/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

360 Greenley Road New Canaan CT 06840

New Canaan, CT360 Greenley Road

Price$3,295,000

Est. Mortgage: $/month

MLS Number 115852

  • Residential
  • Bedrooms 7
  • Full Bath 6
  • Square Feet 6198
  • Acreage 3.6

An opportunity to acquire this 1935 Regency style manor house set atop 3.6 private acres with manicured gardens and woodland trails.This stately seven- bedroom six bath home offers three finished floors with 6827 sqft. of living space. Generously proportioned rooms, exquisite herringbone oak floors, and architectural detail reflect the exceptional quality and craftsmanship of the period. A gracious entry foyer leads to the large formal living and dining rooms, each with fireplace and French doors opening to a stone terrace with stunning views of the Rippowam River and land trust beyond. A seamless addition designed by noted New Canaan modern architect John Black Lee features a unique curved picture window and generous family room/ kitchen directly adjacent to a private guest wing.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/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

62 Pine Ridge Road Greenwich CT 06830

Greenwich, CT62 Pine Ridge Road

Price$3,490,000

Est. Mortgage: $/month

MLS Number 114990

  • Residential
  • Bedrooms 5
  • Full Bath 4
  • Square Feet 5531
  • Acreage 1.39

Great Location in a Private Tranquil Idyllic Setting Just 5 Minutes to Downtown. Set on 1.39 Acres at the End of a Cul-de-Sac, This 5 Bedroom/4.5 Bath Home Located on a Coveted Street in Mid-Country abuts 125 Acres of Conservation Land. This Well Designed Home, Offers Beautiful Views Year Round from Every Room. The Large Windows Throughout Bring Nature Indoors. Dining Room Adjacent to Living Room with Cathedral Ceilings Make this the Perfect House for Entertaining. Eat-In Kitchen with Stainless Appliances & Quartz Countertops. Primary Suite with Balcony and Panaromic Views. Au Pair/Guest Suite with Separate Entrance on Main Floor. Cedar Closet. Art/Music/Yoga Studio/Additional Office. Partially Finished Lower Level with Recreation Room. 3 Car Garage. Possible Pool Site.

Listing Courtesy of BHHS New England Properties

$
$
%
$/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

399 Riversville Road Greenwich CT 06831

Greenwich, CT399 Riversville Road

Price$3,620,000

Est. Mortgage: $/month

MLS Number 116179

  • Residential
  • Bedrooms 5
  • Full Bath 6
  • Square Feet 5027
  • Acreage 4.93

RAMBLE FARM is offered for the first time in nearly 30 years! The 3 bedroom farmhouse, complimented by a 2 bedroom carriage house, offers a charming escape from the demands of life in 2022, yet conveniently located to shops & schools. Original stone walls in the interior lend dimension to an exquisite home with high ceilings, spacious bedroom suites, and a gourmet island kitchen. French doors throughout marry the home to its magical surroundings. The carriage house boasts 2 guest suites, gym, an office/studio & greenhouse. Owned by a noted designer architect, these gorgeous grounds have been lovingly planted to perfection. A new delight & surprise greet you at every turn on manicured pathways around the gorgeous grounds. Tucked away pool, spa, tennis court, lawn, & playset delight. A gem.

Listing Courtesy of Compass Connecticut,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

35 Wilshire Road Greenwich CT 06831

Greenwich, CT35 Wilshire Road

Price$4,490,000

Est. Mortgage: $/month

MLS Number 115782

  • Residential
  • Bedrooms 7
  • Full Bath 7
  • Square Feet 7884
  • Acreage 5.29

A one-of-a-kind chic modern home, overlooking Wilshire Pond, uniquely designed with unrivaled elements. Three zones of luxurious living areas are defined by large public rooms, a 7-bedroom wing leading to an underground stone tunnel and a stone pool house with guest suite. Unlike anything you've ever seen, the architecture surprises at every turn. A gym with floor to ceiling windows, indoor sunken stone fire pit, a poolside kitchen and living room open to an oasis; a most unique grotto-like free form pool and diving rock. Stone patios and paths weave through the resplendent 5.3 acres of specimen plantings to the professionally lit tennis court and level sports lawn. This is an unrivaled offering.

Listing Courtesy of Compass Connecticut,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

 

Listing data provided by Greenwich MLS

15.4.6 Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect participants and/or the MLS from liability. Displays of minimal information (e.g. “thumbnails”, text messages, “tweets”, etc., of two hundred (200) characters of less are exempt from this requirement but only when linked directly to a display that includes all required disclosures. (Amended 5/12)