Monticello, NY Homes

/25
$380,000
- 4 Beds
- 2 Baths
- 2,064 Sq Ft
3 Hammond St, Monticello, NY 12701

Charming Village Home with Legal 2-Family Flexibility — Monticello, NYWelcome to this spacious, well-maintained two-story home nestled in the heart of the Village of Monticello. Legally configured as a two-family residence, the current owners have chosen to enjoy the entire home for themselves — giving the next buyer the rare option to use it as a generous single-family home or convert it to

Alla Sienitsky

Resort Realty

(845) 690-4012

3 Hammond St, Monticello, NY 12701
/19
$1,100 Per Month
- 1 Bed
- 1 Bath
- 950 Sq Ft
- Apartment for Rent
443 Sackett Lake Rd Unit 16-1, Monticello, NY 12701

Call today for your virtual tour! This gorgeous LAKEFRONT home on Sackett Lake is waiting for new tenats. Updated yet keeping the original charm that makes this house so magical. Boasting 2 bedroom and 1 bath, this gorgeous home have a dock and you can sipping coffee in the morning to wine in the evenings. This is the retreat or home you have been waiting for. House is turn key . Do not miss your

Yidel Rosenberg MS Realty Group USA, Inc

443 Sackett Lake Rd Unit 16-1, Monticello, NY 12701
$10,000 Sold Dec 23, 2025

132 Rock Ridge Ave, Monticello, NY 12701
- Land
- 2.45 Acres
- $4,082 per Acre
Last Sold Summary
- 95% Below List Price
- 110 Days On Market
Current Estimated Value $465,257

Last Listing Agent Yisroel Weiss Team W Realty LLC

132 Rock Ridge Ave, Monticello, NY 12701

Est $307,567 Not Listed For Sale

71 Nelshore Dr, Monticello, NY 12701
- 3 Beds
- 1.5 Baths
- 1,118 Sq Ft
- Built 1951
71 Nelshore Dr, Monticello, NY 12701

Last Sold Summary
- 5% Below List Price
- $290/SF
- 39 Days On Market
- Last Sold Price $324,000
- Jan 13, 2025
Last Listing Agent Yisroel Weiss Team W Realty LLC

/17
$300,000
- 2 Beds
- 1 Bath
- 885 Sq Ft
150 Anawana Lake Rd, Monticello, NY 12701

Location, Location, Location!Gently sloping nearly 5-acre parcel offering extensive road frontage along Anawanna Lake Road. Ideally situated near major conveniences including Walmart, banks, and the ShopRite plaza with Home Depot and other major retailers. The property currently features a 2-bedroom, 1-full-bath Cape Cod-style home with a durable metal roof and a full walkout basement. The

Alla Sienitsky

Resort Realty

(845) 581-8834

150 Anawana Lake Rd, Monticello, NY 12701
/8
$1,650 Per Month
- 2 Beds
- 1.5 Baths
- 650 Sq Ft
- Apartment for Rent
420 Broadway Unit 1, Monticello, NY 12701

Newly renovated 700 square foot two-bedroom 1.5 bath apartment on the third floor of 420 Broadway, located in the heart of downtown Monticello with washer and dryer hookup! The unit features high ceilings and a bright, spacious layout with excellent natural light. Enjoy the convenience of being steps from local shops, dining, and everyday amenities, with quick access to Route 17. Tenant pays

Nicholas Cuomo Keller Williams Realty

420 Broadway Unit 1, Monticello, NY 12701
$245,000 Sold Jan 24, 2026

183 Haddock Rd, Monticello, NY 12701
- 3 Beds
- 1 Bath
- 1,064 Sq Ft
- Built 1970
Last Sold Summary
- 11% Below List Price
- $230/SF
- 516 Days On Market
Current Estimated Value $261,284

Last Listing Agent Art Knapp R J Katz Realty

183 Haddock Rd, Monticello, NY 12701

Est $370,274 Not Listed For Sale

43 Hidden Ridge Dr, Monticello, NY 12701
- 2 Beds
- 2 Baths
- 1,114 Sq Ft
- Built 1985
43 Hidden Ridge Dr, Monticello, NY 12701

Last Sold Summary
- 77% Above List Price
- $188/SF
- 35 Days On Market
- Last Sold Price $209,000
- Jun 02, 2023
Last Listing Agent Cara Rieber Rieber Realty Inc

/42
$649,900
- 5 Beds
- 2 Baths
- 2,128 Sq Ft
275-277 New York 17b, Monticello, NY 12701

Super commercial location with close proximity to Route 17 exit ramps, shopping, service stations, and more. High visibility only a quarter mile from the Racetrack NYS Route 17/ Interstate-86 and on Gateway NYS Route 17B corridor. Two lots, close to 5 acres, with two homes. Houses both need updates and repairs and have been rented for years. One has four bedrooms and one has one+ bedroom on

Carol Malek Malek Properties

275-277 New York 17b, Monticello, NY 12701
/9
$1,350 Per Month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Apartment for Rent
422 Broadway Unit 5, Monticello, NY 12701

Newly renovated 800 square foot one-bedroom apartment on the third floor of 422 Broadway, located in the heart of downtown Monticello. The unit features high ceilings and a bright, spacious layout with excellent natural light. Enjoy the convenience of being steps from local shops, dining, and everyday amenities, with quick access to Route 17. Tenant pays electric. Water and sewer are included.

Nicholas Cuomo Keller Williams Realty

422 Broadway Unit 5, Monticello, NY 12701
$459,900 Sold Jun 26, 2025

16 Sunset Dr, Monticello, NY 12701
- 3 Beds
- 3 Baths
- 2,012 Sq Ft
- Built 2023
Last Sold Summary
- 2% Above List Price
- $229/SF
- 127 Days On Market
Last Listing Agent Nicholas Cuomo Keller Williams Realty

16 Sunset Dr, Monticello, NY 12701

Est $354,761 Not Listed For Sale

3 Dicio Dr, Monticello, NY 12701
- 3 Beds
- 1 Bath
- 1,008 Sq Ft
- Built 1992
3 Dicio Dr, Monticello, NY 12701

Last Sold Summary
- 11% Above List Price
- $317/SF
- 16 Days On Market
- Last Sold Price $320,000
- Jun 16, 2023
Last Listing Agent Jeanette Smith Keller Williams Hudson Valley

/10
$789,000
- 7 Beds
- 3.5 Baths
- 5,700 Sq Ft
3 Woodcliff Ave, Monticello, NY 12701

Beautiful three-story, spacious modern Colonial located in a highly desirable area of Monticello. This massive almost-brand-new home offers approximately 5,200 sq ft of luxury living with 6 bedrooms and high-end finishes throughout. Featuring an open and airy layout, generous living spaces on all three floors, and exceptional craftsmanship. Designed for both comfortable living and entertaining.

Shmiel Erps Nationwide Houses LLC

3 Woodcliff Ave, Monticello, NY 12701
/6
$1,250 Per Month
- 2 Beds
- 1 Bath
- 1,300 Sq Ft
- Apartment for Rent
185 Rock Ridge Ave, Monticello, NY 12701

.

Yidel Rosenberg MS Realty Group USA, Inc

185 Rock Ridge Ave, Monticello, NY 12701
$320,000 Sold Jul 17, 2025

44 Lakeview Terrace, Monticello, NY 12701
- 3 Beds
- 3 Baths
- 1,157 Sq Ft
- Built 1986
Last Sold Summary
- 8% Below List Price
- $277/SF
- 39 Days On Market
Current Estimated Value $342,560

Last Listing Agent Herbert Parets Coldwell Banker Village Green

44 Lakeview Terrace, Monticello, NY 12701

Est $271,679 Not Listed For Sale

4 Tappan Rd, Monticello, NY 12701
- 3 Beds
- 2 Baths
- 1,632 Sq Ft
- Built 1960
4 Tappan Rd, Monticello, NY 12701

Last Sold Summary
- 29% Above List Price
- $129/SF
- 146 Days On Market
- Last Sold Price $210,000
- Mar 11, 2024
Last Listing Agent Ellie Hyde Century 21 Country Realty

/2
$525,000
- 5 Beds
- 2.5 Baths
- 2,672 Sq Ft
35 Woodcliff Ave, Monticello, NY 12701

Large two story Colonial featuring 5 Bedrooms and 3 full baths plus one half bath - Formal dining room - Living Room - Kitchen - This home is fully renovated. Shown by appointment with 24 hour notice.

William Rieber Rieber Realty Inc

35 Woodcliff Ave, Monticello, NY 12701
/10
$1,975 Per Month
- 3 Beds
- 1.5 Baths
- 1,350 Sq Ft
- House for Rent
35 Starr Ave, Monticello, NY 12701

Starr Avenue – Monticello, NY $1,975/month + utilities Spacious 3-bedroom, 1.5-bath single-family home located on a generous 0.68-acre lot in Monticello. The property offers a comfortable layout with a living room, separate dining room, and full basement, providing plenty of space for storage and everyday living. The home features a large fenced-in backyard, perfect for outdoor enjoyment, along

Joshua Sloyer Sloyer Real Estate Corp.

35 Starr Ave, Monticello, NY 12701
$830,000 Sold Aug 06, 2025

181 Starlight Rd, Monticello, NY 12701
- 6 Beds
- 4 Baths
- 2,432 Sq Ft
- Built 1977
Last Sold Summary
- 17% Below List Price
- $341/SF
- 49 Days On Market
Current Estimated Value $895,767

Last Listing Agent Erik Rhulen Rhulen Realty Group LLC

181 Starlight Rd, Monticello, NY 12701

Est $366,225 Not Listed For Sale

88 Hidden Ridge Dr, Monticello, NY 12701
- 2 Beds
- 2 Baths
- 1,114 Sq Ft
- Built 1986
88 Hidden Ridge Dr, Monticello, NY 12701

Last Sold Summary
- 9% Above List Price
- $301/SF
- 239 Days On Market
- Last Sold Price $334,900
- Mar 31, 2025
Last Listing Agent Karen Rieber Sussman Rieber Realty Inc

/32
$649,900
- 5 Beds
- 2 Baths
- 1,312 Sq Ft
275 State Route 17b, Monticello, NY 12701

Super commercial location with close proximity to Route 17 exit ramps, shopping, service stations, and more. High visibility only a quarter mile from the Racetrack NYS Route 17/ Interstate-86 and on Gateway NYS Route 17B corridor. Two lots, close to 5 acres, with two homes. Houses both need updates and repairs and have been rented for years. One has four bedrooms and one has one+ bedroom on

Carol Malek Malek Properties, Inc.

275 State Route 17b, Monticello, NY 12701
/8
$1,100 Per Month
- 1 Bed
- 1 Bath
- 460 Sq Ft
- Apartment for Rent
18 Wood Ave Unit 2L, Monticello, NY 12701

Modern open floor plan, 2nd floor 1BR apartment. Eat-In-Kitchen features brand new stainless steel appliances, new cabinets and countertops, open living room. New hot water heaters, new windows, laminate floors throughout

Kismet Johnson eXp Realty

18 Wood Ave Unit 2L, Monticello, NY 12701
$399,900 Sold Jul 25, 2025

23 Van Etten Rd, Monticello, NY 12701
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- Built 2006
Last Sold Summary
- 5% Below List Price
- $275/SF
- 115 Days On Market
Current Estimated Value $418,859

Last Listing Agent Karen Rieber Sussman Rieber Realty Inc

23 Van Etten Rd, Monticello, NY 12701

Est $330,295 Not Listed For Sale

17 Hidden Ridge Dr, Monticello, NY 12701
- 2 Beds
- 2 Baths
- 1,114 Sq Ft
- Built 1985
17 Hidden Ridge Dr, Monticello, NY 12701

Last Sold Summary
- 84% Above List Price
- $161/SF
- 60 Days On Market
- Last Sold Price $179,900
- Sep 14, 2023
Last Listing Agent Brenda Gaebel Sullivan Realty Associates

/11
$495,000
- 3 Beds
- 3 Baths
- 2,192 Sq Ft
13.-3-14.2 Rock Ridge Dr Unit 2, Monticello, NY 12701

New Construction - Framing Now - Raised Ranch - 3 Bedrooms - 3 Full baths - Kitchen - Living - Dining room - Downstairs features a family room and a full bath and 2 Car garaage. Set on 1/2 Acre in close proximity to shopping, restaurants, casino and Route 17.

Karen Rieber Sussman Rieber Realty Inc

13.-3-14.2 Rock Ridge Dr Unit 2, Monticello, NY 12701
/15
$1,600 Per Month
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- House for Rent
18 Bedford Ave, Monticello, NY 12701

18 Bedford Ave, Monticello, NY 12701 3 Bedrooms | 1 Bathroom House| Off-Street Parking | Tenant pays electric & propane Welcome to this updated and spacious 3-bedroom home located on a quiet residential street in the Village of Monticello. The property offers comfortable living with a clean layout, good natural light, and off-street parking. Walking in you'll be greeted by a bright living area &

Elena Vazquez Catskills Home Services

18 Bedford Ave, Monticello, NY 12701
$98,000 Sold Nov 17, 2025

9 Central Ave, Monticello, NY 12701
- 2 Beds
- 1 Bath
- 725 Sq Ft
- Built 1874
Last Sold Summary
- 22% Below List Price
- $135/SF
- 109 Days On Market
Current Estimated Value $104,070

Last Listing Agent Alan Wieder Catskills Home Services

9 Central Ave, Monticello, NY 12701

Est $539,333 Not Listed For Sale

71 Cimarron Rd, Monticello, NY 12701
- 4 Beds
- 2 Baths
- 3,027 Sq Ft
- Built 1850
71 Cimarron Rd, Monticello, NY 12701

Last Sold Summary
- 10% Below List Price
- $198/SF
- 636 Days On Market
- Last Sold Price $600,000
- Jun 28, 2024
Last Listing Agent Erik Rhulen Rhulen Realty Group LLC

/16
$509,000 Pending
- 4 Beds
- 2.5 Baths
- 1,940 Sq Ft
26 Stacey Dr, Monticello, NY 12701

Charming Colonial Retreat with Pool on Nearly 2 Acres - Monticello, NY Tucked away on a peaceful cul-de-sac in desirable Monticello, this inviting 4-bedroom, 2.5-bath Colonial offers the perfect blend of privacy, comfort, and convenience. Set on 1.94 picturesque acres, this 1,940 sq ft home features classic design with modern touches-ideal for year-round living or a weekend getaway. Step inside

Loretta Wolff NEXLVL REAL ESTATE INC

26 Stacey Dr, Monticello, NY 12701
/7
$775 Per Month
- 1 Bath
- 500 Sq Ft
- Apartment for Rent
70 High St Unit 5, Monticello, NY 12701

This delightful studio apartment offers a bright and airy open-concept living space, maximizing natural light. There is an efficiently designed kitchen, full bathroom and a good sized living space. The private setting provides a serene space for outdoor relaxation. This low maintenance unit offers charm, character and comfort and is located close to all shops, highway access and public

Melissa Henlon

70 High St Unit 5, Monticello, NY 12701
$505,000 Sold Oct 30, 2025

5 Dietrich Place, Monticello, NY 12701
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
- Built 1930
Last Sold Summary
- 12% Below List Price
- $266/SF
- 127 Days On Market
Last Listing Agent Carol Malek Malek Properties

5 Dietrich Place, Monticello, NY 12701

Est $322,659 Not Listed For Sale

27 Edward Ave, Monticello, NY 12701
- 3 Beds
- 1.5 Baths
- 1,356 Sq Ft
- Built 1957
27 Edward Ave, Monticello, NY 12701

Last Sold Summary
- 2% Below List Price
- $243/SF
- 29 Days On Market
- Last Sold Price $329,000
- Dec 10, 2024
Last Listing Agent Yisroel Weiss Team W Realty LLC

/50
$799,999 Pending
- 3 Beds
- 4 Baths
- 4,536 Sq Ft
16 Kukas Rd, Monticello, NY 12701

Not your average home! Welcome to refined luxury where thoughtful design meets everyday comfort. This impeccably maintained home offers high-end finishes, generous space, and a layout designed for both effortless entertaining and exceptional indoor-outdoor living. Meticulously maintained, this home features a well-planned layout ideal for both entertaining and everyday comfort. The chef’s kitchen

Soleil Jackman Howard Hanna Rand Realty

16 Kukas Rd, Monticello, NY 12701
/13
$2,000 Per Month
- 3 Beds
- 1 Bath
- 1,151 Sq Ft
- House for Rent
45 Woodcliff Ave, Monticello, NY 12701

Fully remodeled 3 bedroom home with beautiful hardwood floors on the first floor and a new kitchen. There is also a enclosed wrap around porch. Upstairs there are 3 bedrooms and a newly redone bath. A bonus walk up attic is ready for your storage needs. Absolutely no pet of any kind. If you decide to apply after seeing there is an online application that will check your credit report, criminal

Nancy Salvemini WOODSTOCK WAY REALTY LLC

45 Woodcliff Ave, Monticello, NY 12701
$330,000 Sold Jun 26, 2025

4 Water Lilly Ln, Monticello, NY 12701
- 3 Beds
- 3 Baths
- 1,112 Sq Ft
- Built 1986
Last Sold Summary
- 5% Below List Price
- $297/SF
- 30 Days On Market
Current Estimated Value $346,632

Last Listing Agent Herbert Parets Coldwell Banker Village Green

4 Water Lilly Ln, Monticello, NY 12701

Est $323,822 Not Listed For Sale

3 Niven Dr, Monticello, NY 12701
- 3 Beds
- 3.5 Baths
- 1,692 Sq Ft
- Built 1988
3 Niven Dr, Monticello, NY 12701

Last Sold Summary
- 14% Above List Price
- $168/SF
- 26 Days On Market
- Last Sold Price $285,000
- Aug 28, 2024
Last Listing Agent Ellie Hyde Century 21 Country Realty

/2
$450,000
- 3 Beds
- 1 Bath
- 1,516 Sq Ft
36 Waverly Ave Unit 34, Monticello, NY 12701

LOCATION! LOCATION! LOCATION! Prime opportunity in the heart of Monticello! This property at 34–36 Waverly Ave offers unbeatable proximity to everything — just steps from the well-known Dishinsky Bungalow Colony, close to houses of worship, shopping, and all local conveniences. While the existing structure requires significant work, this is where the true value shines: endless potential. Whether

Shaye Teitelbaum eRealty Advisors, Inc

36 Waverly Ave Unit 34, Monticello, NY 12701
$245,000 Sold Jun 06, 2025

5 Niven Dr, Monticello, NY 12701
- 2 Beds
- 2.5 Baths
- 1,947 Sq Ft
- Built 1988
Last Sold Summary
- 9% Below List Price
- $126/SF
- 28 Days On Market
Current Estimated Value $265,258

Last Listing Agent Fran Limjoon Gager R J Katz Realty

5 Niven Dr, Monticello, NY 12701

Est $342,225 Not Listed For Sale

12 Water Lilly Ln Unit 414, Monticello, NY 12701
- 2 Beds
- 3 Baths
- 1,112 Sq Ft
- Built 1986
12 Water Lilly Ln Unit 414, Monticello, NY 12701

Last Sold Summary
- 5% Above List Price
- $292/SF
- 42 Days On Market
- Last Sold Price $325,000
- Dec 03, 2024
Last Listing Agent Bernadette Giordano Howard Hanna Rand Realty

/28
$679,900
- 3 Beds
- 2 Baths
- 2,800 Sq Ft
209 Gregory Rd, Monticello, NY 12701

This newly constructed home was designed with entertaining in mind. The expansive great room features soaring 20-foot vaulted ceilings and an open-concept layout that creates a bright, inviting atmosphere. Step outside to a spacious Trex deck, ideal for hosting, with dual staircases leading down to a beautifully designed rock firepit, perfect for gatherings. The home is equipped with modern smart

Nicholas Cuomo Keller Williams Realty

209 Gregory Rd, Monticello, NY 12701

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